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Zinc-catalyzed C-H alkenylation of quinoline

Authors :
Yan, Hu
Jiang, Nan
Xue, Gong
Jiawen, Zhang
Jiacheng, Yin
Yangmin, Ma
Source :
Chemical communications (Cambridge, England). 57(40)
Publication Year :
2021

Abstract

A zinc-catalyzed C-H alkenylation of quinoline N-oxides with ynones has been developed to rapidly assemble a broad collection of valuable quinoline-enol organic architectures. Uncommonly, this novel reaction involves C-H functionalization, and N-O, C-C and C[triple bond, length as m-dash]C bond cleavage in one operation, and leads exclusively to the formation of an enol rather than a keto product. Application of the enols generated was highlighted by further derivative transformation and preparation of a series of "BODIPY" analogues with high quantum yields (up to 86%).

Details

ISSN :
1364548X
Volume :
57
Issue :
40
Database :
OpenAIRE
Journal :
Chemical communications (Cambridge, England)
Accession number :
edsair.pmid..........180fdbd3e06973e9b43f93ac15573224