4.8 Article

Pd-Catalyzed β-C-H Arylation of Aldehydes and Ketones Based on a Transient Directing Group

Journal

ORGANIC LETTERS
Volume 23, Issue 16, Pages 6237-6241

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.1c01933

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Funding

  1. Program for CAS Light of West China

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A novel method utilizing 2-amino-N,N'-diisopropylsuccinamide as a transient directing group was developed for the direct Pd-catalyzed beta-C-H arylation of aldehydes and ketones. This method demonstrated good versatility in functionalizing unactivated beta-C-H bonds of both aliphatic and aromatic aldehydes and ketones, as well as o-methylbenzaldehydes.
The direct Pd-catalyzed beta-C-H arylation of aldehydes and ketones was developed by using 2-amino-N,N'-diisopropylsuccinamide as a novel transient directing group (TDG). The TDG showed good versatility in functionalizing unactivated beta-C-H bonds of aldehydes and ketones. It was effective not only for aliphatic aldehydes and ketones but also for aromatic aldehydes and ketones. Besides, it was applicable to o-methylbenzaldehydes.

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