Visible-light-activated C-C and C-N bond formation in the synthesis of imidazo[1,2-a]pyridines and imidazo[2,1-b]thiazoles under catalyst and solvent-free conditions

The formation of a 3-aminoimidazo-fused heterocyclic compound and its derivatives through a multicomponent one-pot reaction, activated by visible light, is reported. The noticeable feature of this protocol is the utilization of a universally available energy source to activate the reaction. The repo...

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Bibliographic Details
Published inNew journal of chemistry Vol. 42; no. 2; pp. 16591 - 1661
Main Authors Shivhare, Km Neha, Jaiswal, Manish K, Srivastava, Anushree, Tiwari, Saurabh K, Siddiqui, I. R
Format Journal Article
LanguageEnglish
Published CAMBRIDGE Royal Soc Chemistry 08.10.2018
Royal Society of Chemistry
Subjects
Aldehydes
Catalysis
Catalysts
Chemistry
Chemistry, Multidisciplinary
Heterocyclic compounds
Physical Sciences
Pyridines
Science & Technology
Solvents
Synthesis
ROUTE
CONVERSION
3-COMPONENT REACTION
SULFURIC-ACID
ARYL
EFFICIENT
DERIVATIVES
METAL-FREE
ACCESS
CYCLIZATION
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Summary:The formation of a 3-aminoimidazo-fused heterocyclic compound and its derivatives through a multicomponent one-pot reaction, activated by visible light, is reported. The noticeable feature of this protocol is the utilization of a universally available energy source to activate the reaction. The reported methodology is the first protocol that represents the implementation of visible light for this Ugi-type synthesis from 2-aminoheterocycles, aldehydes, and isocyanides as well as offers the advantages of improved selectivity, outstanding yields, solvent and catalyst-free conditions, environmental sustainability and convenient access to starting materials. Synthesis of 3-aminoimidazo-fused heterocycles via the Groebke-Blackburn-Bienaymé reaction using a universally available energy source under catalyst and solvent-free conditions.
ISSN:1144-0546
1369-9261
DOI:10.1039/c8nj03339k