Synlett 2016; 27(17): 2485-2488
DOI: 10.1055/s-0035-1562517
letter
© Georg Thieme Verlag Stuttgart · New York

Hydrogen Peroxide Promoted Metal-Free Oxidation/Cyclization of α-Hydroxy N-Arylamides: A Facile One-Pot Synthesis of Isatins

Jie Li
a   Department of Medicinal Chemistry, West China School of Pharmacy, Sichuan University, Chengdu 610041, P. R. of China   eMail: wyong@scu.edu.cn
,
Xu Cheng
a   Department of Medicinal Chemistry, West China School of Pharmacy, Sichuan University, Chengdu 610041, P. R. of China   eMail: wyong@scu.edu.cn
,
Xiaojun Ma
a   Department of Medicinal Chemistry, West China School of Pharmacy, Sichuan University, Chengdu 610041, P. R. of China   eMail: wyong@scu.edu.cn
,
Guanghui Lv
a   Department of Medicinal Chemistry, West China School of Pharmacy, Sichuan University, Chengdu 610041, P. R. of China   eMail: wyong@scu.edu.cn
,
Zhen Zhan
a   Department of Medicinal Chemistry, West China School of Pharmacy, Sichuan University, Chengdu 610041, P. R. of China   eMail: wyong@scu.edu.cn
,
Mei Guan*
b   West China Hospital, Sichuan University, No. 37. GuoXue road, Chengdu 610041, P. R. of China   eMail: meiguan92@163.com
,
Yong Wu*
a   Department of Medicinal Chemistry, West China School of Pharmacy, Sichuan University, Chengdu 610041, P. R. of China   eMail: wyong@scu.edu.cn
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Publikationsverlauf

Received: 27. Mai 2016

Accepted after revision: 23. Juni 2016

Publikationsdatum:
25. Juli 2016 (online)


Abstract

A novel, efficient, and environmentally friendly method was developed for converting α-hydroxy N-arylamides into isatins (1H-indole-2,3-diones) by using hydrogen peroxide as oxidant. The reactions proceeded smoothly under metal-free conditions and generated the corresponding products in good to excellent yields. This method has advantages of a broad substrate scope and simple operations.

Supporting Information