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Oxidative Nucleophilic Cyclization of 2-Alkynylanilines with Thiophenols under Metal-Free Conditions

Authors :
Zhiming Li
Renhua Fan
Dandan Han
Source :
Organic Letters. 16:6508-6511
Publication Year :
2014
Publisher :
American Chemical Society (ACS), 2014.

Abstract

An oxidative nucleophilic cyclization of 2-alkynylanilines with thiophenols under metal-free conditions was developed. The one-pot two-step reaction involves a PhI(OAc)2-mediated oxidative dearomatization and a Brønsted acid promoted nucleophilic cyclization. DFT calculations were performed to understand the reaction pathway.

Details

ISSN :
15237052 and 15237060
Volume :
16
Database :
OpenAIRE
Journal :
Organic Letters
Accession number :
edsair.doi.dedup.....b1a53ebf8074860c18daa6e599f96f1e
Full Text :
https://doi.org/10.1021/ol5034139