α-palladation of Imines as entry to dehydrogenative heck reaction: Aerobic oxidative cyclization of N-Allylimines to Pyrroles

α-palladation of Imines as entry to dehydrogenative heck reaction: Aerobic oxidative cyclization of N-Allylimines to Pyrroles

We report here a palladium(II)-catalyzed oxidative cyclization reaction of N-allylimines derived from methyl ketones, typically acetophenones, affording pyrrole derivatives at room temperature under oxygen atmosphere. The reaction likely proceeds through α-palladation of the imine followed by olefin...

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Bibliographic Details
Main Authors: Ding, Zhenhua, Gao, Ke, Chen, Zhiyuan, Lu, Beili, Yoshikai, Naohiko
Other Authors: School of Physical and Mathematical Sciences
Format: Article
Language:English
Published: 2013
Subjects:
DRNTU::Science::Chemistry
Online Access:https://hdl.handle.net/10356/104402
http://hdl.handle.net/10220/16559
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Institution: Nanyang Technological University
Language: English
Description
Summary:We report here a palladium(II)-catalyzed oxidative cyclization reaction of N-allylimines derived from methyl ketones, typically acetophenones, affording pyrrole derivatives at room temperature under oxygen atmosphere. The reaction likely proceeds through α-palladation of the imine followed by olefin migratory insertion and β-hydride elimination, thus representing a new example of aerobic dehydrogenative Heck cyclization.

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