- Bio-based bisfuran: Synthesis, crystal structure, and low molecular weight amorphous polyester
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Discovery of renewable monomer feedstocks for fabrication of polymeric demand is critical in achieving sustainable materials. In the present work we have synthesized bisfuran diol (BFD) monomer from furfural, over four steps. BFD was examined via X-ray crystallography to understand the molecular arrangement in space, hydrogen bonding, and packing of the molecules. These data were further used to compare BFD with structurally related bisphenol A (BPA), and its known derivatives to predict the potential estrogenic or anti-estrogenic activities in BFD. Further, BFD was reacted with succinic acid to generate polyester material, bisfuran polyester (BFPE-1). MALDI characterization of BFPE-1 indicates low molecular weight polyester and thermal analysis reveals amorphous nature of the material.
- Gaitonde, Vishwanath,Lee, Kyunghee,Kirschbaum, Kristin,Sucheck, Steven J.
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Read Online
- PhIO-Mediated oxidative dethioacetalization/dethioketalization under water-free conditions
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Treatment of thioacetals and thioketals with iodosobenzene in anhydrous DCM conveniently afforded the corresponding carbonyl compounds in high yields under water-free conditions. The mechanistic studies indicate that this dethioacetalization/dethioketalization process does not need water and the oxygen of the carbonyl products comes from the hypervalent iodine reagent.
- Du, Yunfei,Ouyang, Yaxin,Wang, Xi,Wang, Xiaofan,Yu, Zhenyang,Zhao, Bingyue,Zhao, Kang
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- Indium-Catalyzed Reductive Dithioacetalization of Carboxylic Acids with Dithiols: Scope, Limitations, and Application to Oxidative Desulfurization
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In this study an InI3-TMDS (1,1,3,3-tetramethyldisiloxane) reducing system effectively catalyzed the reductive dithioacetalization of a variety of aromatic and aliphatic carboxylic acids with 1,2-ethanedithiol or 1,3-propanedithiol leading to the one-pot preparation of either 1,3-dithiolane derivatives or a 1,3-dithiane derivative. Also, the intact indium catalyst continuously catalyzed the subsequent oxidative desulfurization of an in situ formed 1,3-dithiolane derivative, which led to the preparation of the corresponding aldehydes.
- Nishino, Kota,Minato, Kohei,Miyazaki, Takahiro,Ogiwara, Yohei,Sakai, Norio
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p. 3659 - 3665
(2017/04/11)
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- One-pot two-step conversion of aromatic carboxylic acids and esters to aromatic aldehydes via indium-catalyzed reductive thioacetalization and desulfurization
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Described herein is that a new approach to a one-pot two-step conversion of aromatic carboxylic acids/esters to aromatic aldehydes, in which indium(III) iodide effectively catalyzes both the first reductive thioacetalization of carboxylic acids and a subsequent desulfurization of the in-situ formed thioacetal intermediates leading to aldehydes.
- Sakai, Norio,Minato, Kohei,Ogiwara, Yohei
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supporting information
p. 4563 - 4567
(2017/11/03)
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- Amorphous polyester from bio-based bis-furan assembly
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Polymers, including Polyesters and Polycarbonates comprising residue of bis-furan diol, which is produced from renewable furfural feedstock and methods of making and using of those polyesters and polycarbonates are described. The method includes reacting a bis-furan diol with a dicarboxylic acid in the presence of a carbodiimide to produce the bis-furan containing polymers. In certain embodiments, the dicarboxylic acid is succinic acid; the bis-furan diol is the 5,5′-(propane-2,2-diyl)bis(furan-2,5-diyl) dimethanol and the carbodiimide is of N,N-diisopropylcarbodiimide.
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Page/Page column 4; 11
(2017/01/19)
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- Sulfonated polyanthracene-catalyzed highly efficient and chemoselective thioacetalization of carbonyl compounds and transthioacetalization of acetals and acylals
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A straightforward and highly efficient procedure for the thioacetalization of a variety of aldehydes and transthioacetalization of acylals and acetals in good to excellent yields using catalytic amounts of sulfonated polyanthracene (S-PAT) is reported. Th
- Fahid,Pourmousavi
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- Efficient thioacetalisation of carbonyl compounds
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The thioacetalisation of a variety of heterocyclic, aromatic, and aliphatic carbonyl compounds (1 mmol) with ethane-1,2-dithiol (1 mmol) using silica sulphuric acid (SSA) is presented as an efficient heterogeneous catalyst under mild and solvent-free cond
- Habibi, Davood,Rahmani, Payam,Akbaripanah, Ziba
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p. 417 - 421
(2014/01/06)
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- Highly efficient and chemoselective method for the thioacetalization of aldehydes and transthioacetalization of acetals and acylals catalyzed by H 2SO4-silica under solvent-free conditions
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Chemoselective and efficient thioacetalization of a variety of aldehydes was achieved in excellent yields at room temperature using 1,2-ethanedithiol in the presence of catalytic amounts of H2SO4-silica. Thioacetals were also prepare
- Pourmousavi, Seied Ali,Kazemi, Shaghayegh Sadat
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experimental part
p. 917 - 923
(2012/07/16)
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- Efficient and chemoselective acetalization and thioacetalization of carbonyls and subsequent deprotection using InF3 as a reusable catalyst
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An efficient and chemoselective method for preparation of acetals and dithioacetals of aldehydes and their deprotection under catalysis of InF 3 is described.
- Madabhushi, Sridhar,Mallu, Kishore Kumar Reddy,Chinthala, Narsaiah,Beeram, China Ramanaiah,Vangipuram, Venkata Sairam
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experimental part
p. 697 - 701
(2012/02/15)
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- Thioacetalization of aldehydes and ketones in SDS micelles
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Aromatic aldehydes have been successfully converted into their corresponding dithioacetal, dithiolane and dithiane derivatives in excellent yields with thiol (benzyl thiol and thiophenol), 1,2-ethanedithiol and 1,3-propanedithiol using trichloroacetic acid in sodium dodecyl sulfate micelles. The same procedure is applicable to ketones, but they need more time to be converted into their thioacetals. Image Presented.
- Bahrami, Kiumars,Khodaei, Mohammad Mehdi,Tajik, Maryam,Soheilizad, Mehdi
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experimental part
p. 397 - 403
(2012/06/18)
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- Silica-supported phosphorus pentoxide: A reusable catalyst for S,S-acetalization of carbonyl groups under ambient conditions
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Phosphorus pentoxide supported on silica gel (P2O 5/SiO2) efficiently acts as a highly active and reusable catalyst for cyclic and non-cyclic S,S-acetalization of a variety of carbonyl compounds under mild, solvent-free an
- Shaterian, Hamid Reza,Azizi, Kobra,Fahimi, Nafiseh
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experimental part
p. 85 - 91
(2012/01/06)
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- An efficient method for the transthioacetalization of acylals and acetals under mild conditions
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A rapid and efficient method for the transthioacetalization of acylals (1,1-diacetates) and acyclic and cyclic acetals is described. The reaction was carried out using 1-benzyl-4-aza-1-azoniabicyclo[2.2.2]octane tribromide (1 mol%). The yield of the transthioacetalization was high and reaction conditions involve the use of acetonitrile as the solvent at room temperature; isolation is simple and the products are nearly pure.
- Pourmousavi, Seied Ali,Hadavankhani, Majid,Zinati, Zahra
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experimental part
p. S495-S501
(2012/05/31)
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- A mild method for the protection of aldehydes as dithioacetals and dithiolanes catalyzed by I2 generated in situ using Fe(NO 3)3.9H2O/Nai under heterogeneous conditions
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Structurally diverse aromatic aldehydes were thioacetalated in a clean and efficient reaction with ethane-1,2-dithiol and thiophenol based on the use of I2 generated in situ from Fe(NO3)3.9H 2O/NaI. The reaction occurs in good to high yield in dichloromethane at room temperature and the use of toxic and corrosive molecular iodine is avoided.
- Rostami, Amin,Nik, Heidar Ali Alavi,Roosta, Zahra Toodeh,Khazaei, Ardeshir
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experimental part
p. 431 - 434
(2009/12/03)
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- Silica-PCl5: A novel heterogenous catalyst for simple and efficient chemoselective protection of carbonyl compounds
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A simple, efficient and environmentally benign procedure has been developed for chemoselective protection of carbonyl compounds using the newly developed heterogeneous catalyst: Silica-PCl5. A variety of aldehydes and ketones were efficiently c
- Pandey, Lokesh Kumar,Pathak, Uma,Tank, Rekha,Mazumder, Avik
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experimental part
p. 167 - 171
(2010/07/05)
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- An efficient, continuous flow technique for the chemoselective synthesis of thioacetals
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By optimizing a reagent's residence time within a packed-bed reactor, it is possible to overcome selectivity issues frequently encountered in stirred reaction vessels. This important feature is demonstrated for the chemoselective protection of 4-acetylben
- Wiles, Charlotte,Watts, Paul,Haswell, Stephen J.
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p. 7362 - 7365
(2008/03/13)
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- A mild and chemoselective dithioacetalization of aldehydes in the presence of anhydrous copper (II) sulfate
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Various aldehydes have been protected with different thiols as dithioacetals with excellent yields using anhydrous copper sulfate as a mild and chemoselective catalyst. The reaction is carried out in a solvent and/or under solvent-free conditions. The transthioacetalization of oxyacetals into dithioacetals was also achieved in an excellent yield. Copyright Taylor & Francis Group, LLC.
- Moghaddam, Firouz Matloubi,Bardajee, Ghasem Rezanejade,Oskui, Afsane Arefi
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p. 1445 - 1450
(2007/10/03)
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- Perchloric acid adsorbed on silica gel (HClO4-SiO2) as an extremely efficient and reusable catalyst for 1,3-dithiolane/dithiane formation
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Perchloric acid adsorbed on silica gel (HClO4-SiO2) has been found to be an extremely efficient and reusable catalyst for 1,3-dithiolane and 1,3-dithiane formation under solvent-free conditions at room temperature. Georg Thieme Verla
- Rudrawar, Santosh,Besra, Ram C.,Chakraborti, Asit K.
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p. 2767 - 2771
(2008/02/05)
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- New catalytic methods for the preparation of acetals from alcohols and aldehydes
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The acetalization of aldehydes has been studied with ethyleneglycol, 3-chloro-1,2-propanediol, 1,2-propanediol, and 1,2,3-propanetriol using resin-D72 catalyst in high yields under reflux and water separator conditions. The reaction is simple, efficient, and chemoselective and does not involve any other additive. Copyright Taylor & Francis Group, LLC.
- Li, Yonghong,Zhang, Xiaojun,Ren, Tianrui,Zhou, Jiaju
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p. 1679 - 1685
(2007/10/03)
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- Chemoselective and solvent-free thioacetalization of aldehydes by a catalytic amount of NBS
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A chemoselective, straightforward, and rapid method for thioacetalization of aldehydes by use of 1,2-ethandithiol and a catalytic amount of N-bromosuccinimide under solvent-free conditions is reported. The reaction takes place in excellent yields and shor
- Hajipour, Abdol Reza,Ali Pourmousavi, Seied,Ruoho, Arnold E.
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p. 2807 - 2811
(2007/10/03)
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- A mild and chemoselective catalyst for thioacetalization under solvent free conditions
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Protection of a variety of carbonyl compounds as dithioacetals using P 2O5/SiO2 (75%), as a mild and chemoselective catalyst, was achieved under solvent free conditions in very good yields. Copyright Taylor & Francis Group
- Hajipour, Abdol R.,Zarei, Amin,Khazdooz, Leila,Zahmatkesh, Saeed,Ruoho, Arnold E.
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p. 387 - 395
(2007/10/03)
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- Chemoselective dithioacetalization of aldehydes using silica sulfuric acid as a reusable catalyst
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Silica sulfuric acid has been found to be an efficient and reusable catalyst for chemoselective dithioacetalization of aldehydes over ketones, in excellent yields.
- Pore,Desai, Uday V.,Mane,Wadgaonkar
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p. 1291 - 1295
(2007/10/03)
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- Copper(II) tetrafluoroborate as an extremely efficient catalyst for 1,3-dithiolane/dithiane formation from carbonyl compounds under solvent-free conditions at room temperature
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Copper(II) tetrafluoroborate hydrate is a new and extremely efficient catalyst for 1,3-dithiolane/dithiane formation from aromatic, heteroaromatic and aliphatic aldehydes and cyclic saturated ketones in 1-5 min under solvent-free conditions at room temper
- Besra, Ram C.,Rudrawar, Santosh,Chakraborti, Asit K.
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p. 6213 - 6217
(2007/10/03)
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- Ruthenium(III) chloride-catalyzed thioacetalization of carbonyl compounds: Scope, selectivity, and limitations
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A variety of carbonyl compounds can be easily and rapidly converted to the corresponding cyclic and acylic dithioacetals in the presence of a catalytic amount of ruthenium chloride in acetonitrile at room temperature. Some of the major advantages of this
- De, Surya Kanta
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p. 673 - 676
(2007/10/03)
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- Promotion of 1,3-Dithiolanes using a Bentonitic Clay as Catalyst
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The reactions between 1,2-ethandithiol with several carbonylic compounds to form the corresponding 1,3-dithiolanes were performed using a natural clay as promotor. The target molecules are used as reagents to obtain fine chemicals, herbicides, fungicides,
- Aceves,Arroyo,Vargas,Miranda,Cabrera,Delgado
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- Selective thioacetalization of aldehydes catalyzed by aqueous zinc tetrafluoroborate
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A wide range of cyclic dithioacetals are prepared from the corresponding aldehydes in the presence of aqueous solution of zinc tetrafluoroborate.
- Islam, Samimul,Majee, Adinath,Mandal, Tanmay,Khan
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p. 2911 - 2916
(2007/10/03)
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- Lutetium triflate as an efficient and recyclable catalyst for chemoselective thioacetalization of aldehydes
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Lutetium Inflate has been found to be an efficient and recyclable catalyst for chemoselective thioacetalization of aldehydes.
- De, Surya Kanta
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p. 4401 - 4408
(2007/10/03)
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- Neodymium triflate as a recyclable catalyst for chemoselective thioacetalisation
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Neodymium triflate has been found to be an efficient and recyclable catalyst for the chemoselective protection of aldehydes.
- De, Surya Kanta
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p. 230 - 231
(2007/10/03)
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- Scandium Chloride-Catalyzed Chemoselective Thioacetalization of Aldehydes
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A wide variety of acyclic and cyclic dithioacetals can be prepared chemoselectively from the corresponding aldehydes by employing a catalytic amount of scandium chloride in acetonitrile at room temperature.
- De, Surya Kanta
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p. 828 - 830
(2007/10/03)
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- Investigations towards the chemoselective thioacetaliztion of carbonyl compounds by using ionic liquid [bmim]Br as a recyclable catalytic medium
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The ionic liquid based on the 1-n-butyl-3-methylimidazolium cation has been prepared and used as an efficient catalytic medum for the chemoselective thioacetalization of carbonyl compounds. Furthermore, recycling and reuse of this ionic liquid medium has
- Kamal, Ahmed,Chouhan, Gagan
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p. 579 - 582
(2007/10/03)
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- Molten salt as a green reaction medium: Efficient and chemoselective dithioacetalization and oxathioacetalization of aldehydes mediated by molten tetrabutylammonium bromide
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Tetrabutylammonium bromide in the molten state has been demonstrated to be a very efficient catalyst and reaction medium for the highly chemoselective dithioacetalization and oxathioacetalization of aldehydes. The tetrabutylammonium bromide is recycled fo
- Ranu, Brindaban C.,Das, Arijit
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p. 605 - 608
(2007/10/03)
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- Chemoselective thioacetalisation and transthioacetalisation of carbonyl compounds catalysed by tetrabutylammonium tribromide (TBATB)
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Thioacetals and thioketals of various aldehydes and ketones were obtained directly from carbonyl compounds or by a transthioacetalisation process from cyclic O,O-acetals in the presence of dithiols and a catalytic amount of tetrabutylammonium tribromide (TBATB). Chemoselective thioacetalisation of aromatic aldehydes containing an electron-donating group in the presence of an aldehyde containing an electron-withdrawing group, aldehydes in the presence of ketones, aliphatic cyclic ketones in the presence of aromatic ketones and less hindered ketones in the presence of more hindered ketones have been achieved. A cyclic acetal containing an electron-donating group has been chemoselectively transthioacetalised in the presence of an acetal having an electron-withdrawing substituent. These selectivities are due to the intrinsic reactivity of the substrate themselves and are independent of the catalyst and reaction conditions, Shorter reaction times, mild reaction conditions, stability of acid sensitive protecting groups, high efficiencies, facile isolation of the desired products and the catalytic nature of the reagent are the attractive features of the present method.
- Naik, Sarala,Gopinath, Rangam,Goswami, Mousumi,Patel, Bhisma K.
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p. 1670 - 1677
(2007/10/03)
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- Chemoselective Protection of Carbonyl Compounds as Dithioacetals Using Silica Gel Supported Aluminium Chloride
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Silica gel supported aluminium chloride is shown to be a mild chemoselective catalyst for dithioacetalization of carbonyl compounds.
- Tamami,Borujeny, K. Parvanak
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p. 4253 - 4258
(2007/10/03)
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- Mild and efficient chemoselective protection of aldehydes as dithioacetals employing N-bromosuccinimide
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A mild and chemoselective dithioacetalization procedure for the protection of aromatic, aliphatic, and alkenyl aldehydes in presence of catalytic amount of N-bromosuccinimide under neutral conditions is described.
- Kamal, Ahmed,Chouhan, Gagan
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p. 474 - 476
(2007/10/03)
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- Indium triflate: A mild Lewis acid catalyst for thioacetalization and transthioacetalization
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Protection of a variety of carbonyl compounds as thioacetals using indium triflate, a mild Lewis acid catalyst, was achieved at ambient temperature in very good yield. Transthioacetalization of oxyacetals into thioacetals was also achieved in an excellent
- Muthusamy, Sengodagounder,Arulananda Babu, Srinivasarao,Gunanathan, Chidambaram
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p. 7897 - 7901
(2007/10/03)
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- Highly efficient dithioacetalization of carbonyl compounds catalyzed with iodine supported on neutral alumina
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Aldehydes and ketones are protected as their corresponding dithioacetals with ethane-1,2-dithiol in the presence of a catalytic amount of iodine supported on neutral alumina surface. This is a high yielding method of carbonyl group protection under mild,
- Deka, Nabajyoti,Sarma, Jadab C.
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p. 794 - 795
(2007/10/03)
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- Indium tribromide-catalyzed chemoselective dithioacetalization of aldehydes in non-aqueous and aqueous media
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Indium tribromide efficiently catalyzes the chemoselective dithioacetalization of aldehydes in the presence of ketones in dichloromethane. The catalyst is also active in water, which can be reused, in the same pot, for several times without any decrease in the yield of reaction. (C) 2000 Published by Elsevier Science Ltd.
- Ceschi,De Araujo Felix,Peppe
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p. 9695 - 9699
(2007/10/03)
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- Solvent free thioacetalization of carbonyl compounds catalyzed by Cu(OTf)2-SiO2
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Aldehydes and ketones were thioacetalyzed using 1,2-ethanedithiol in the presence of a catalytic amount of Cu(OTf)2-SiO2 under solvent free conditions in excellent yields.
- Anand, R. Vijaya,Saravanan,Singh, Vinod K.
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p. 415 - 416
(2007/10/03)
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- Selective Catalytic Transesterification, Transthiolesterification, and Protection of Carbonyl Compounds over Natural Kaolinitic Clay
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Transesterification and transthiolesterification of β-keto esters with variety of alcohols and thiols and selective protection of carbonyl functions with various protecting groups catalyzed by natural kaolinitic clay are described. The clay has been found to be an efficient catalyst in transesterifying long chain alcohols, unsaturated alcohols, and phenols to give their corresponding β-keto esters in high yields. For the first time, transthiolesterification of β-keto esters with a variety of thiols has been achieved under catalytic conditions. Clay also catalyzes selective transesterification of β-keto esters by primary alcohols in the presence of secondary and tertiary alcohols giving corresponding β-keto esters. A systematic study involving the reactivity of different nucleophiles (alcohols, amines, and thiols) toward β-keto esters is also described. Sterically hindered carbonyl groups as well as α,β-unsaturated carbonyl groups underwent protection without the deconjugation of the double bond. Chemoselective protection of aldehydes in the presence of ketones has also been achieved over natural kaolinitic clay.
- Ponde, Datta E.,Deshpande, Vishnu H.,Bulbule, Vivek J.,Sudalai, Ammugam,Gajare, Anil S.
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p. 1058 - 1063
(2007/10/03)
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- Chemoselective thioacetalisation of aldehydes catalysed by Fe3+-montmorillonite
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Aldehydes were cleanly and selectively converted to the corresponding dithioacetals almost quantitatively with catalytic amounts of Fe3+-exchanged montmorillonite (Fe3+-mont) even in the presence of ketones. Copyright
- Choudary, Boyapati M.,Sudha, Yepuri
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p. 2993 - 2997
(2007/10/03)
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- Dithioacetalization of Carbonyl Compounds and Tetrahydropyranylation of Alcohols over H-Rho Zeolite
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A heterogeneous catalytic method for the dithioacetalization of carbonyl compounds and tetrahydropyranylation of alcohols over H-Rho zeolite is reported.
- Sabde,Naik,Hegde,Hegde
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p. 494 - 495
(2007/10/03)
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- Synthetic Methods, III [1]: Sulfated Zirconia Catalyzed Thioacetalization of Carbonyl Compounds
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Sulfated zirconia effectively catalyzes the reaction of carbonyl compounds with 1,2-ethanedithiol or thiophenol to afford the corresponding dithioacetals as useful organosulfur synthons. Isolation of pure products in high yields by simple filtration and e
- Bandgar,Kasture
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p. 1305 - 1308
(2007/10/03)
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- Envirocat EPZG(R) as an efficient heterogenous catalyst for thioacetalization of carbonyl compounds
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The reaction of carbonyl compounds with 1,2-ethanedithiol was efficiently catalyzed by Envirocat EPZG(R) to afford the corresponding dithioacetals in excellent yields.
- Kasture,Bandgar,Sarkar,Wadgaonkar
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p. 1579 - 1583
(2007/10/03)
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- H-y zeolite, an efficient catalyst for thioacetalization
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Carbonyl compounds are thioacetalized by 1,2-ethanedithiol in presence of H-Y zeolite in almost quantitative yields (?90%).
- Kumar, Pradeep,Reddy, Ravinder S.,Singh, Anand P.,Pandey, Bipin
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p. 825 - 826
(2007/10/02)
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- ANHYDROUS LANTHANUM TRICHLORIDE, A MILD AND CONVENIENT REAGENT FOR THIOACETALIZATION
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Carbonyl compounds are thioacetalyzed easily by 1,2-ethanedithol in the presence of anhydrous LaCl3.
- Garlaschelli, Luigi,Vidari, Giovanni
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p. 5815 - 5816
(2007/10/02)
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- AMBERLYST-15 AS A CONVENIENT CATALYST FOR CHEMOSELECTIVE THIOACETALIZATION
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A new, mild and chemoselective protection of aldehydes as 1,3-dithiolanes is described.High yields are obtained at room temperature even in the presence of ketones.Ketones may also be protected at elevated temperatures.
- Perni, Robert B.
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p. 2383 - 2388
(2007/10/02)
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- TETRACHLOROSILANE CATALYZED DITHIOACETALIZATION
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Tetrachlorosilane was found to be a mild as well as selective catalyst for dithioacetalization of the carbonyl compounds.
- Ku, Bonchul,Oh, Dong Young
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p. 433 - 438
(2007/10/02)
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- Selective Protection of Carbonyl Compounds. Silica Gel Treated with Thionyl Chloride as an Effective Catalyst for Thioacetalization
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Silica gel treated with thionyl chloride was found to be an effective as well as highly selective catalyst for thioacetalization of aldehydes.With the use of this catalyst 1,3-dithioranes and 1,3-dithianes were obtained in excellent yields from various aldehydes.Under the same conditions ketones were similarly but more slowly thioketalized.This difference in reactivity between aldehydes and ketones was successfully utilized for the thioacetalization of aldehydes in the presence of ketones and also for the chemoselective conversion of keto aldehydes into the corresponding dithioacetals with the keto group remaining intact.
- Kamitori, Yasuhiro,Hojo, Masaru,Masuda, Ryoichi,Kimura, Tadashi,Yoshida, Tatsushi
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p. 1427 - 1431
(2007/10/02)
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- Comparative radioprotective activity of various pentagonal compounds with two heteroatomes
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Various heterocyclic compounds with two heteroatomes were synthesized and their potential radioprotective activity was tested. This study shows the interest of phenylthiazolidines derivatives in chemical radioprotection.
- Robbe,Fernandez,Dubief,et al.
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p. 235 - 243
(2007/10/02)
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