- Ethyl lactate mediated thioacetalization of aldehydes at ambient temperature
-
Dithioacetalization reactions of aldehydes with thiols/thiophenols have been successfully achieved at room temperature by employing the green, bio-based ethyl lactate as the reaction medium. By means of this sustainable approach, a class of dithioacetals has been acquired with high diversity and efficiency.
- Wan, Jie-Ping,Jing, Yanfeng,Liu, Yunyun
-
p. 1302 - 1305
(2016/09/28)
-
- 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
-
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
-
experimental part
p. 917 - 923
(2012/07/16)
-
- Oxidative cross-esterification of dithiolanes with alcohols through a cross-dehydrogenative coupling (CDC)/deprotection sequence
-
An unprecedented oxidative cross-esterification in an equimolar mixture of dithiolanes, alcohols and water through a CDC/deprotection sequence has been developed. The reaction itself features simple experimental procedures under very mild conditions and offers a new strategic protocol for the direct and efficient synthesis of structurally diverse esters.
- Fu, Liang,Yao, Chang-Jiang,Chang, Ning-Jie,Chen, Jia-Rong,Lu, Liang-Qiu,Xiao, Wen-Jing
-
supporting information; scheme or table
p. 506 - 508
(2012/01/15)
-
- Silica-supported phosphorus pentoxide: A reusable catalyst for S,S-acetalization of carbonyl groups under ambient conditions
-
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
-
experimental part
p. 85 - 91
(2012/01/06)
-
- An efficient method for the transthioacetalization of acylals and acetals under mild conditions
-
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
-
experimental part
p. S495-S501
(2012/05/31)
-
- An efficient method for chemoselective thioacetalization of aldehydes in the presence of a catalytic amount of acidic ionic liquid under solvent-free conditions
-
A water-stable Br?nsted acidic ionic liquid with an alkane sulfonic acid group was synthesized. This ionic liquid catalyzed the thioacetalization reaction smoothly to afford 1,3-dithianes in excellent yield and less time. In this article we describe a mil
- Hajipour, Abdol Reza,Azizi, Ghobad,Ruoho, Arnold E.
-
experimental part
p. 1974 - 1978
(2010/03/31)
-
- Chemoselective and solvent-free thioacetalization of aldehydes by a catalytic amount of NBS
-
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.
-
p. 2807 - 2811
(2007/10/03)
-
- A mild and chemoselective dithioacetalization of aldehydes in the presence of anhydrous copper (II) sulfate
-
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
-
p. 1445 - 1450
(2007/10/03)
-
- A mild and chemoselective catalyst for thioacetalization under solvent free conditions
-
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.
-
p. 387 - 395
(2007/10/03)
-
- Ruthenium(III) chloride-catalyzed thioacetalization of carbonyl compounds: Scope, selectivity, and limitations
-
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
-
p. 673 - 676
(2007/10/03)
-
- Chemoselective thioacetalisation and transthioacetalisation of carbonyl compounds catalysed by tetrabutylammonium tribromide (TBATB)
-
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.
-
p. 1670 - 1677
(2007/10/03)
-
- Superoxide induced deprotection of 1,3-dithiolanes: A convenient method of dedithioacetalization
-
Tetraethylammonium superoxide, generated in situ by the phase transfer reaction of potassium superoxide and tetra-ethylammonium bromide, brings about an easy deprotection of a variety of 1,3-dithiolanes of carbonyl compounds under significantly mild reaction conditions at room temperature.
- Shukla, Ajay Kumar,Verma, Manjusha,Singh, Krishna Nand
-
p. 1748 - 1752
(2007/10/03)
-
- Ceric Ammonium Nitrate as a Convenient Catalyst for Chemoselective Thioacetalisation
-
A new, mild and chemoselective protection of aldehydes as 1,3-dithiolanes using ceric ammonium nitrate as a catalyst is described.High yields are obtained at room temperature even in the presence of ketones.While alicyclic ketones may also be protected at
- Mandal, Pijus Kumar,Roy, Subhas Chandra
-
p. 7823 - 7828
(2007/10/02)
-
- Chemoselective Protection of Aldehydes as Dithioacetals in Lithium Perchlorate-Diethyl Ether Medium. Evidence for the Formation of Oxocarbenium Ion Intermediate from Acetals
-
Aldehydes and acetals were very efficiently converted to acyclic and cyclic dithioacetals in 5 M lithium perchlorate/diethyl ether (LPDE) medium at ambient temperature in high yields.Spectroscopic and other experimental evidences strongly suggest the formation of oxocarbenium ion intermediates from acetals in 5 M LPDE which subsequently reacted with thiols to give the dithioacetals.Under the same conditions ketones and their acetals also reacted, albeit very slowly compared to aldehydes and acetals, to yield dithioacetals.The difference in their reactivity was successfully employed in the chemoselective dithioacetalization of aldehydes and acetals in the presence of ketones and their acetals.The chemoselective dithioacetalization of keto aldehydes has been realized with the keto group remaining intact.The present method offers a convenient, efficient, and neutral medium for the deprotection of acetals to aldehydes and also the chemoselective protection of aldehydes to dithioacetals.
- Saraswathy, V. Geetha,Sankararaman, S.
-
p. 4665 - 4670
(2007/10/02)
-
- AMBERLYST-15 AS A CONVENIENT CATALYST FOR CHEMOSELECTIVE THIOACETALIZATION
-
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.
-
p. 2383 - 2388
(2007/10/02)
-
- Comparative radioprotective activity of various pentagonal compounds with two heteroatomes
-
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.
-
p. 235 - 243
(2007/10/02)
-