Palladium-Catalyzed α-Arylation of Meyers's Chiral Bicyclic Lactams and a Deprotonative Ring-Opening Sideline

Hsin Lun Chiang, Wei Ting Zhao, Yi An Chen, Yi Ching Lin, Pei Lin Chen, Yen Ku Wu*

*此作品的通信作者

研究成果: Article同行評審

1 引文 斯高帕斯(Scopus)

摘要

Described is a deprotonative ?-arylation reaction of Meyers s chiral bicyclic lactams (MCBLs) under palladium catalysis, and a substrate-dependent post-transformation. When the bridgehead carbon of the MCBLs is substituted with a methyl or an ethyl group, the initial arylation product undergoes a further rearrangement reaction to give a conjugated framework. On the other hand, substrates bearing a bridgehead isopropyl or aryl group are converted into the corresponding exo-arylation products. Preliminary studies indicated that the rearrangement pathway was promoted by deprotonation and was independent of palladium catalysis. In addition to mechanistic interests, this study demonstrates a modular and divergent synthesis of functionalized lactams.

原文English
頁(從 - 到)1145-1148
頁數4
期刊Synlett
35
發行號10
DOIs
出版狀態Published - 28 5月 2024

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