Oxidative synthesis of benzo[1,4]oxazines from α-branched primary amines and ortho-benzoquinones

[摘要] The efficient oxidative construction of benzo[1,4]oxazines from simple alpha-branched amines and ortho-benzoquinones is reported. The procedure pivots on a triethylamine and iodine mediated oxidative ring closure from the ketimine intermediate formed upon their condensation. This reaction was shown to tolerate a variety of alpha-branched benzylamines and downstream derivatization to substituted benzo-morpholine structures was also demonstrated. (C) 2019 Elsevier Ltd. All rights reserved.

[发布日期] 2019-12-13

[关键词] Benzo[1,4]oxazines;Primary amine;Heterocycle;Oxidation