Scandium-catalyzed chemoselective carbene insertion into N–H over S–H: access to o-alkylamine-diaryl disulfides

Author:

Sun Haoyany1ORCID,Pan Junhong1,Zhao Wenying1,Zhou Tong1,Song Xizhong23,Lin Jun1ORCID,Jin Yi13ORCID

Affiliation:

1. Key Laboratory of Medicinal Chemistry for Natural Resource, Ministry of Education; Yunnan Key Laboratory of Research & Development for Natural Products; School of Pharmacy, Yunnan University, Kunming, 650091, P.R. China

2. State Key Laboratory of Southwestern Chinese Medicine Resources, School of Pharmacy, Chengdu University of Traditional Chinese Medicine, Chengdu 611137, P.R. China

3. Jiangxi Fangzhu Pharmaceutical Co., Ltd, Xinyu 338000, P.R. China

Abstract

A Sc-catalyzed chemoselective carbene insertion into N–H bond over S–H bond. The first example of the synthesis of o-alkylamine-diaryl disulfides through the N-alkylation of o-aminobenzenethiol, also undergoing oxidative coupling to form S–S bond.

Funder

National Natural Science Foundation of China

Double Thousand Plan of Jiangxi Province

Publisher

Royal Society of Chemistry (RSC)

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