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Cu–N‐heterocyclic carbene‐catalysed synthesis of 2‐aryl‐3‐(arylethynyl)quinoxalines from one‐pot tandem coupling of o ‐phenylenediamines and terminal alkynes
Author(s) -
Motakatla Venkata Krishna Reddy,
Gokanapalli Anusha,
Peddiahgari Vasu Govardhana Reddy
Publication year - 2019
Publication title -
applied organometallic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.53
H-Index - 71
eISSN - 1099-0739
pISSN - 0268-2605
DOI - 10.1002/aoc.5188
Subject(s) - chemistry , carbene , tandem , aryl , catalysis , intermolecular force , medicinal chemistry , cascade reaction , combinatorial chemistry , organic chemistry , molecule , alkyl , materials science , composite material
A series of new benzimidazolium chlorides bearing N , N ′‐benzyl, 2,4,6‐trimethylbenzyl and 2,4,6‐triisopropylbenzyl substituents have been designed and synthesized from various o ‐phenylenediamines. Subsequently, corresponding Cu‐based N ‐heterocyclic carbenes (NHCs) were generated in situ in the reaction medium which represents a new application of NHCs exploiting distinct catalytic property towards intermolecular cyclization reaction cascade for the synthesis of 2‐aryl‐3‐(arylethynyl)quinoxalines from o ‐phenylenediamines and terminal alkynes. The outcome of the cyclization reaction product depends upon the N , N ′‐substituents present on the benzimidazolium chlorides.