LiN(SiMe3)2/KOtBu-Promoted Synthesis of Isoquinolone Derivatives from 2-Methylaryl Aldehydes and Nitriles

Peng Ma; Yuhang Wang; Jianhui Wang; Ning Ma

doi:10.1021/acs.joc.3c00698

LiN(SiMe₃)₂/KO^tBu-Promoted Synthesis of Isoquinolone Derivatives from 2-Methylaryl Aldehydes and Nitriles

J Org Chem. 2023 Jun 2;88(11):7425-7430. doi: 10.1021/acs.joc.3c00698. Epub 2023 May 17.

Authors

Peng Ma¹, Yuhang Wang¹, Jianhui Wang^{1

2}, Ning Ma¹

Affiliations

¹ Department of Chemistry, School of Science, Tianjin University, Tianjin 300072, China.
² Collaborative Innovation Center of Chemical Science and Engineering, Tianjin University, Tianjin 300072, China.

PMID: 37195013
DOI: 10.1021/acs.joc.3c00698

Abstract

A convenient method is proposed for the synthesis of isoquinolone derivatives from 2-methylaryl aldehydes and nitriles through LiN(SiMe₃)₂/KO^tBu-promoted formal [4 + 2] cycloaddition reaction, featuring high atomic economy, good functional group tolerance, and easy operation. It enables the efficient formation of new C-C and C-N bonds toward isoquinolones without using preactivated amides.