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Multicomponent benzannulation of allylic P-ylides with isocyanates or aldehydes for construction of anilines and biaryls

Authors :
Kaki Raveendra Babu
Wenquan Zhang
Wenbo Xu
Yuhai Tang
Yang Li
Silong Xu
Source :
Chemical Communications. 56:8865-8868
Publication Year :
2020
Publisher :
Royal Society of Chemistry (RSC), 2020.

Abstract

The reactivity of allylic phosphorus ylides generated in situ from alkoxycarbonylmethylenephosphoranes and propiolates is investigated toward isocyanates and aromatic aldehydes, which leads to one-pot multicomponent benzannulations for efficient synthesis of polysubstituted anilines and biaryls, respectively. The mechanism may involve a tandem [2+2] cycloaddition/fragmentation/Wittig/cyclization/elimination/aromatization sequence.

Details

ISSN :
1364548X and 13597345
Volume :
56
Database :
OpenAIRE
Journal :
Chemical Communications
Accession number :
edsair.doi.dedup.....07f64ae6c077d6397e4b536e601a677c
Full Text :
https://doi.org/10.1039/d0cc03461d