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I₂/TBHP-Mediated Oxidative Coupling of Amino-Based Bisnucleophiles and Isocyanides: Access to 2-Aminobenzoxazinones, 2-Aminobenzoxazines, and 2-Aminoquinazolines under Metal-Free Conditions

Author:
Wang, Hong-Xia, Wei, Tian-Qi, Xu, Pei, Wang, Shun-Yi, Ji, Shun-Jun
Source:
Journal of organic chemistry 2018 v.83 no.21 pp. 13491-13497
ISSN:
1520-6904
Subject:
chemical reactions, chemical structure, organic chemistry, organic compounds
Abstract:
An I₂/tert-butyl hydroperoxide (TBHP)-mediated oxidative coupling reaction of isocyanides with amino-based bisnucleophiles is described for the synthesis of 2-aminobenzoxazinones, 2-aminobenzoxazines, and 2-aminoquinozolines in moderate to excellent yields. Furthermore, this method provides a simple and practical method to construct potential functionalized biologically active molecules.
Agid:
6194492