31020-99-2Relevant academic research and scientific papers
Metal- and Solvent-Free Transesterification and Aldol Condensation Reactions by a Homogenous Recyclable Basic Ionic Liquid Based on the 1,3,5-Triazine Framework
Hu, Yanqiu,Kazemnejadi, Milad,Ren, Mingqi
, p. 775 - 783 (2021/08/30)
A new recyclable basic ionic liquid was introduced as an efficient catalyst for aldol condensation and transesterification reactions under environmentally friendly conditions. The catalyst was prepared based on methyl imidazolium moieties bearing hydroxide counter anions via the Hofmann elimination on a 1,3,5-triazine framework. The ionic liquid with two functionalities including anion stabilizer and high basicity, was used as an efficient catalyst for aldol condensation as well as transesterification reaction of a variety of alkyl benzoates. All reactions were performed in the absence of any external reagent, co-catalyst, or solvent, in line with environmental protection. The kinetics isotope effect (KIE) was conducted for the transesterification reaction to elucidate the mechanism and rate determining step (RDS). It worth noted that, the homogeneous catalyst could be recycled from the reaction mixture and reused for several consecutive runs with insignificant drop of basicity and conversion.
RhIII-Catalyzed Synthesis of Highly Substituted 2-Pyridones using Fluorinated Diazomalonate
Das, Debapratim,Sahoo, Gopal,Biswas, Aniruddha,Samanta, Rajarshi
supporting information, p. 360 - 364 (2020/01/25)
A RhIII-catalyzed strategy was developed for the rapid construction of highly substituted 2-pyridone scaffolds using α,β-unsaturated oximes and fluorinated diazomalonate. The reaction proceeds through direct, site-selective alkylation based on migratory insertion and subsequent cyclocondensation. A wide substrate scope with different functional groups was explored. The requirement of fluorinated diazomalonate was explored for this transformation. The developed methodology was further extended with the synthesis of the bioactive compound.
Synthesis and biological evaluation of novel active arylidene derivatives of 5,6-dihydro-4H-cyclopenta[b]- and 4,5,6,7-tetrahydrobenzo[b]-thiophene-2-carboxylic acid
Kathiravan,Venugopal,Muthukumaran
, p. 2315 - 2331 (2017/03/22)
A series of novel arylidene derivatives of 5,6-dihydro-4H-cyclopenta[b]-thiophene-2-carboxylic acid and 4,5,6,7-tetrahydrobenzo[b]-thiophene-2-carboxylic acid were synthesized by reacting benzylidene derivatives of chloro aldehyde with 2-mercaptoacetic acid. Benzylidene derivatives of chloro aldehyde were prepared from Vilsmeier reaction of 2-benzylidenecyclopentanone and 2-benzylidenecyclohexanone derivatives, obtained from condensation of various aromatic aldehydes with cyclopentanone and cyclohexanone. All synthesized compounds were characterized by nuclear magnetic resonance (NMR), infrared (IR), and mass spectroscopy and X-ray single-crystal analysis. The synthesized compounds were screened for their in?vitro antimicrobial and antifungal activity. Good antimicrobial activity, especially against methicillin-resistant Staphylococcus aureus, was observed for most of the compounds tested. In particular, compound 9f emerged as an effective antibacterial agent and may be a potential candidate for future drug discovery and development.
Ultrasound mediation for efficient synthesis of monoarylidene derivatives of homo- and heterocyclic ketones
Mojtahedi, Mohammad M.,Abaee, M. Saeed,Samianifard, Mehdieh,Shamloo, Akram,Padyab, Masoomeh,Mesbah, A. Wahid,Harms, Klaus
, p. 924 - 930 (2013/03/13)
Ultrasonic irradiation was efficiently used for high yield synthesis of monoarylidene derivatives of cyclic systems directly from the reaction of ketone with various aldehydes under solvent-free conditions. Reactions took place rapidly in the presence of catalytic amounts of pyrrolidine, while no significant formation of the undesired bis by-products was observed. Moreover, the procedure was applicable to both homo- and heterocyclic ketones.
An efficient procedure for the synthesis of α,β-unsaturated ketones and its application to heterocyclic systems
Mojtahedi, Mohammad M.,Abaee, M. Saeed,Khakbaz, Mehdi,Alishiri, Tooba,Samianifard, Maedeh,Mesbah, A. Wahid,Harms, Klaus
experimental part, p. 3821 - 3826 (2012/01/06)
An efficient and room-temperature procedure is developed for high yield synthesis of novel α,β-unsaturated derivatives of thiopyran 3 directly from ketone 1 and various aldehydes in the presence of catalytic quantities of TMSNMe2 and MgBr2OEt2 under solvent-free conditions. The main advantage of the procedure is that the formation of the undesired bis by-products is minimized. In addition, the procedure is applicable to other enolizable carbocyclic and acyclic ketones. Georg Thieme Verlag Stuttgart. New York.
Facile synthesis and characterization of substituted pyrimidin-2(1H)-ones and their chalcone precursors
Ajani, Olayinka Oyewale,Ituen, Ruth Itoroabasi,Falomo, Ayorinde
experimental part, p. 59 - 67 (2012/06/01)
A new and efficient method has been developed for the quantitative transformation of chalcones to pyrimidine frame work vSa solid support catalysis, Silica supported sulphuric acid (SSA) efficiently catalyzed the reaction of α-β-unsaturated earbonyl, chalcones (140) with urea to afford substituted pyriniidin-2(1H)-ones (11-20) hi good to excellent yield. The interesting behaviour of SSA lies in the thct that it can be re-used after simple washing with chloroform thereby rendering this procedure more economical, The chemical structures were confirmed by analytical data as well as spectroscopic means.
2-METHYLENE-5-SUBSTITUTED-METHYLENECYCLOPENTANONE DERIVATIVES AND USE THEREOF
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Page/Page column 4, (2011/04/18)
The invention relates to 2-methylene-5-substituted-methylenecyclopentanone derivatives of formula I, and the use thereof. The derivatives of formula I as active components are useful for preparing a medicine for the treatment and/or prevention of cancer diseases such as breast cancer, lung cancer, colon cancer, rectal cancer, stomach cancer, prostate cancer, bladder cancer, uterus cancer, pancreatic cancer and ovary cancer. The active compounds of the invention may be used as an anticancer drug alone or used in combination with one or more other antitumor drugs. A combined therapy can be carried out by administrating each therapeutic component concurrently, subsequently or separately.
Carbamoyloximes as novel non-competitive mGlu5 receptor antagonists
Galambos, Janos,Wagner, Gabor,Nogradi, Katalin,Bielik, Attila,Molnar, Laszlo,Bobok, Amrita,Horvath, Attila,Kiss, Bela,Kolok, Sandor,Nagy, Jozsef,Kurko, Dalma,Bakk, Monika L.,Vastag, Monika,Saghy, Katalin,Gyertyan, Istvan,Gal, Krisztina,Greiner, Istvan,Szombathelyi, Zsolt,Keser, Gyoergy M.,Domany, Gyoergy
scheme or table, p. 4371 - 4375 (2010/10/02)
Hit-to-lead optimization of a HTS hit led to new carbamoyloxime derivatives. After identification of an advanced hit (8d) the CYP enzyme inhibitory activity of this class of compounds was successfully eliminated. Systematic exploration of different parts of the advanced hit led us to some promising lead compounds with mGluR5 affinities comparable to that of MPEP.
2-METHYLENE-5-SUBSTITUTED METHYLENE CYCLOPENTANONE DERIVATIVES AND USE THEREOF
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Page/Page column 6, (2010/11/19)
The invention relates to 2-methylene-5-substituted-methylenecyclopentanone derivatives of formula I, and the use thereof. The derivatives of formula I as active components are useful for preparing a medicine for the treatment and/or prevention of cancer diseases such as breast cancer, lung cancer, colon cancer, rectal cancer, stomach cancer, prostate cancer, bladder cancer, uterus cancer, pancreatic cancer and ovary cancer. The active compounds of the invention may be used as an anticancer drug alone or used in combination with one or more other antitumor drugs. A combined therapy can be carried out by administrating each therapeutic component concurrently, subsequently or separately.
Conjugate addition of allyl stannanes with concomitant triflation
Beaulieu, Ellen D.,Voss, Leah,Trauner, Dirk
supporting information; experimental part, p. 869 - 872 (2009/04/07)
A new method for the conjugate addition of allyltributylstannane with concomitant triflation is described. This reaction works with functionalized enones, enals, enoates, and vinylogous esters. The resulting vinyl triflates can be used for intramolecular Heck reactions to afford the products of 5-exo-trig cyclization.
