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Updated: Jan 12, 2026

Controlled Photoredox Ring-Opening Polymerization of O-Carboxyanhydrides Mediated by Ni/Zn Complexes
Published on: November 21, 2017
Solvent-Dependent Oxidative Ring Opening of Cyclopropylamides Mediated by Halogen Bonding
Chaoxiang Ning1, Jiye Shu1, Xiaojun Zeng2
1Jiangxi Province Key Laboratory of Drug Target Discovery and Validation, School of Pharmacy, Nanchang University, Nanchang 330031, China.
None:
A solvent-dependent approach to the oxidative ring opening of cyclopropylamides with NIS under mild reaction conditions has been developed. In the presence of hexane as the solvent, 3-iodo N,O-acetal was obtained in good yields, whereas employment of CCl4 as the solvent favors the formation of 1,3-oxazines. This divergent method avoids the use of an external base, an acid, and a metal and exhibits excellent functional-group tolerance. Primary mechanistic studies revealed that halogen bonding facilitates the nucleophilic attack of 3-iodo N,O-acetal to 1,3-oxazine.
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