Palladium-catalyzed annulation and intermolecular hydroamination involving norbornene derivatives: synthesis of indanones and N -alkylamines

A palladium-catalyzed divergent reaction of primary benzamides using norbornene (NBE) derivatives as a controlled switch is reported. When NBE is used as a mediator, indanones are synthesized with moderate to good yields a Catellani reaction that involves sequential -C-H alkylation and -C-N bond cle...

Full description

Saved in:
Bibliographic Details
Published in:Chemical communications (Cambridge, England) England), 2024-12, Vol.60 (100), p.15031-15034
Main Authors: Li, Wenguang, Cheng, Xinfeng, Cao, Man, Sheng, Heyun, Gao, Wenchao, Chen, Ming, Zhang, Xu, Li, Wentao, Yu, Yongqi, Li, Ting
Format: Article
Language:English
Subjects:
Alkylamines
Alkylation
Chemical reactions
Chemical synthesis
Organic chemistry
Palladium
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:A palladium-catalyzed divergent reaction of primary benzamides using norbornene (NBE) derivatives as a controlled switch is reported. When NBE is used as a mediator, indanones are synthesized with moderate to good yields a Catellani reaction that involves sequential -C-H alkylation and -C-N bond cleavage annulation of primary benzamides. Employing norbornadiene (NBD) instead of NBE enables the assembly of -alkylamines by an intermolecular hydroamination reaction.
ISSN:1359-7345
1364-548X
1364-548X
DOI:10.1039/d4cc06072e