Unprecedented Copper(II) Coordination Induced Nucleophilic Cleavage of Quinoxaline Heterocycle: Structural and Computational Studies

CrystEngComm ◽  
2021 ◽  
Author(s):  
Bhaskar Biswas ◽  
Nilaj Banerjee ◽  
Mayank Joshi ◽  
Stevan Armaković ◽  
Sanja J Armaković ◽  
...  

A straightforward catalyst-free synthetic approach has been developed for the synthesis of quinoxaline derivative, 4-phenyl-4-(pyridin-2-yl)-4,5-dihydropyrrolo[1,2-a]quinoxaline (L) by the reaction of 2-benzoyl pyridine and pyrrole-1-anillin in ethanol. The L in presence...

Synthesis ◽  
2018 ◽  
Vol 50 (24) ◽  
pp. 4897-4904 ◽  
Author(s):  
Ekaterina Stepanova ◽  
Andrey Maslivets ◽  
Svetlana Kasatkina ◽  
Maksim Dmitriev

A facile synthetic approach towards two distinct pyrrole-based heterocyclic scaffolds has been developed by the interaction of 1H-pyrrole-2,3-diones fused at the [e]-side to a 1,4-benzoxazin-2-one or quinoxalin-2(1H)-one moiety with ketones. The described interaction proceeds either as an aldol reaction or as a Michael addition/intramolecular cyclization depending on the reaction conditions. The disclosed aldol reaction proceeds with good diastereoselectivity under catalyst-free conditions when the reaction is carried out in aromatic hydrocarbons. Products of the cascade Michael addition/intramolecular cyclization reaction are predominantly formed under catalyst-free and solvent-free conditions. The proposed strategy provides facile access to pharmaceutically interesting pyrrole-based polyheterocycles.


2013 ◽  
Vol 139 (5) ◽  
pp. 054308 ◽  
Author(s):  
S. Haghighatpanah ◽  
A. Mohsenzadeh ◽  
H. Amara ◽  
C. Bichara ◽  
K. Bolton

Catalysts ◽  
2019 ◽  
Vol 9 (6) ◽  
pp. 534 ◽  
Author(s):  
Roberto Calmanti ◽  
Emanuele Amadio ◽  
Alvise Perosa ◽  
Maurizio Selva

The reactivity of glycerol with trimethyl orthoformate is here described with an emphasis on developing a reliable synthetic approach for glycerol valorization. The glycerol based orthoester 4-(dimethoxymethoxy)methyl)-2-methoxy-1,3-dioxolane (3) was synthesized, under catalytic as well as catalyst-free conditions, by taking advantage of the thermodynamically controlled equilibrium between intermediates. Both Brønsted and Lewis acid catalysts accelerated the attainment of such an equilibrium, particularly Brønsted acidic ionic liquids BSMImHSO4 and BSMImBr were the most effective compounds for this reaction. The kinetic profiles allowed the proposal of a mechanism that accounts for the selectivity of the reaction.


RSC Advances ◽  
2019 ◽  
Vol 9 (29) ◽  
pp. 16525-16533 ◽  
Author(s):  
Aref Mohammadi ◽  
Mohammad Bayat ◽  
Shima Nasri

Synthesis of spirooxindole pyrans by a sequential four-component reaction of nitroketene dithioacetals, alkylamine/benzylamine, isatin, and active methylene compounds.


RSC Advances ◽  
2014 ◽  
Vol 4 (23) ◽  
pp. 12028-12036 ◽  
Author(s):  
Pandi Dhanalakshmi ◽  
Solaimalai Thimmarayaperumal ◽  
Sivakumar Shanmugam

An efficient green synthetic approach has been developed towards the synthesis of 2-aryl substituted benzimidazoles 4 from α-aroylketene dithioacetals (AKDTAs) 1 and phenylenediamine (OPD) 2.


2007 ◽  
Vol 72 (12) ◽  
pp. 1717-1724 ◽  
Author(s):  
Andrey A. Semioshkin ◽  
Sergey N. Osipov ◽  
Julia N. Grebenyuk ◽  
Evgueniya A. Nizhnik ◽  
Ivan A. Godovikov ◽  
...  

An efficient general synthetic approach giving a facile, rapid and inexpensive access to a wide range of novel 1,2,3-triazoles bearing closo-dodecaborate fragment has been developed. The method is based on the nucleophilic cleavage of oxonium dodecaborate with NaN3 or tertiary propargylamine and subsequent Huisgen 1,3-dipolar cycloaddition ("click" methodology) of the cleavage products and organic acetylenes or azides.


ChemInform ◽  
2015 ◽  
Vol 46 (49) ◽  
pp. no-no
Author(s):  
Yang Liu ◽  
Guoming Xia ◽  
Chao Luo ◽  
Jianqi Sun ◽  
Benfei Ye ◽  
...  

2017 ◽  
Vol 21 (2) ◽  
pp. 325-337 ◽  
Author(s):  
Nazia Kausar ◽  
Abdulla Al Masum ◽  
Md. Maidul Islam ◽  
Asish R. Das

Sign in / Sign up

Export Citation Format

Share Document