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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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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Abstract 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.
AbstractList 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.
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.
Author Shivhare, Km Neha
Siddiqui, I. R
Jaiswal, Manish K
Srivastava, Anushree
Tiwari, Saurabh K
AuthorAffiliation Department of Chemistry
Hauz Khas
Indian Institute of Technology Delhi
Laboratory of Green Synthesis
University of Allahabad
AuthorAffiliation_xml – name: Hauz Khas
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  surname: Shivhare
  fullname: Shivhare, Km Neha
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  givenname: Manish K
  surname: Jaiswal
  fullname: Jaiswal, Manish K
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  givenname: Anushree
  surname: Srivastava
  fullname: Srivastava, Anushree
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  givenname: Saurabh K
  surname: Tiwari
  fullname: Tiwari, Saurabh K
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  givenname: I. R
  surname: Siddiqui
  fullname: Siddiqui, I. R
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Issue 2
Keywords ROUTE
CONVERSION
3-COMPONENT REACTION
SULFURIC-ACID
ARYL
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– volume: 5
  start-page: 6175
  year: 2017
  ident: C8NJ03339K-(cit37)/*[position()=1]
  publication-title: ACS Sustainable Chem. Eng.
  doi: 10.1021/acssuschemeng.7b01102
  contributor:
    fullname: Zhang
SSID ssj0011761
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Snippet The formation of a 3-aminoimidazo-fused heterocyclic compound and its derivatives through a multicomponent one-pot reaction, activated by visible light, is...
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SubjectTerms Aldehydes
Catalysis
Catalysts
Chemistry
Chemistry, Multidisciplinary
Heterocyclic compounds
Physical Sciences
Pyridines
Science & Technology
Solvents
Synthesis
Title 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
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