Synthesis of Aza‐Bicyclic Maleimide Skeleton by Addition‐Ring Opening Cascade Reaction of Vinylogous Oxindole

An efficient method has been developed to facilitate the addition‐ring opening cascade reaction of vinylogous oxindole, resulting in the synthesis of a variety of aza‐bicyclic maleimide derivatives with high yields and exceptional diastereoselectivities. Furthermore, the product could be effectively...

Full description

Saved in:
Bibliographic Details
Published in:European journal of organic chemistry 2024-05, Vol.27 (20), p.n/a
Main Authors: Liao, Qian, Zhang, Yang, Liu, Jin‐Yu, Li, Qing‐Song, Huang, Yu‐Min
Format: Article
Language:English
Subjects:
Aza-bicyclic skeleton
Biological activity
Cascade chemical reactions
Cascade reaction
Maleimide
Oxindole
Ring opening
Ring-opening reaction
Synthesis
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:An efficient method has been developed to facilitate the addition‐ring opening cascade reaction of vinylogous oxindole, resulting in the synthesis of a variety of aza‐bicyclic maleimide derivatives with high yields and exceptional diastereoselectivities. Furthermore, the product could be effectively and easily transformed into the difluoromethylenecyclohexane skeleton through a dehydrofluorination process. This methodology demonstrates significant potential for the synthesis of aza‐bicyclic maleimide skeleton, which possesses biological or pharmaceutical activity. An efficient method has been developed to achieve for addition‐ring opening cascade reaction, according a series of aza‐bicyclic maleimide derivatives with good yields and diastereoselectivities.
ISSN:1434-193X
1099-0690
DOI:10.1002/ejoc.202400195