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

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...

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Published in:Journal of organic chemistry 2018-11, Vol.83 (21), p.13491-13497
Main Authors: Wang, Hong-Xia, Wei, Tian-Qi, Xu, Pei, Wang, Shun-Yi, Ji, Shun-Jun
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container_issue 21
container_start_page 13491
container_title Journal of organic chemistry
container_volume 83
creator Wang, Hong-Xia
Wei, Tian-Qi
Xu, Pei
Wang, Shun-Yi
Ji, Shun-Jun
description 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.
doi_str_mv 10.1021/acs.joc.8b02395
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title I2/TBHP-Mediated Oxidative Coupling of Amino-Based Bisnucleophiles and Isocyanides: Access to 2‑Aminobenzoxazinones, 2‑Aminobenzoxazines, and 2‑Aminoquinazolines under Metal-Free Conditions
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