Copper-catalyzed tandem cyclization reaction of ethynylbenzoxazinones and thiols: facile construction of 2-thiomethylene indoles

The first successful copper-catalyzed decarboxylative cyclization reaction of ethynylbenzoxazinones and thiols has been developed. A rarely studied α-addition process to a copper-allenylidene intermediate promoted this reaction. Using this protocol, a range of 2-thiomethylene indole compounds have b...

Full description

Saved in:
Bibliographic Details
Published in:Organic & biomolecular chemistry 2024-10, Vol.22 (41), p.8268-8272
Main Authors: Song, Lei, Li, Fu-Qiang, Qiu, Xiao-Han, Wei, Guo-Zhen, Chen, Hui-Yu, Bian, Ming, Gao, Yu-Ning, Liu, Zhen-Jiang
Format: Article
Language:English
Subjects:
Copper
Indoles
Thiols
Citations: Items that this one cites
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:The first successful copper-catalyzed decarboxylative cyclization reaction of ethynylbenzoxazinones and thiols has been developed. A rarely studied α-addition process to a copper-allenylidene intermediate promoted this reaction. Using this protocol, a range of 2-thiomethylene indole compounds have been obtained. This methodology offers significant advantages including mild reaction conditions, cheap catalysts, good yields and broad substrate compatibility. The first successful copper-catalyzed decarboxylative cyclization reaction of ethynylbenzoxazinones and thiols has been developed, involving a rarely studied α-addition process to a copper-allenylidene intermediate.
ISSN:1477-0520
1477-0539
1477-0539
DOI:10.1039/d4ob01164c