一种用于 C-C、C-N 和 C-O 键形成反应的新方法：通过苯并[g]氧杂蒽的开环反应，简便合成二苯并吖嗪、喹喔啉和吩嗪衍生物。

A novel approach for C-C, C-N, and C-O bond formation reactions: a facile synthesis of benzophenazine, quinoxaline, and phenoxazine derivatives via ring opening of benzoxepines.

机构信息

Natural Product Chemistry Division, ‡Laboratory of X-ray Crystallography, CSIR-Indian Institute of Chemical Technology , Uppal Road, Tarnaka, Hyderabad, 500 007, India.

出版信息

Org Lett. 2014 Jan 17;16(2):420-3. doi: 10.1021/ol4033122. Epub 2013 Dec 16.

DOI:10.1021/ol4033122

PMID:24328679

Abstract

A new one-pot protocol has been developed for the synthesis of benzophenazine, quinoxaline, and phenoxazine derivatives by the reaction of benzoxepine-4-carboxylates with benzene-1,2-diamines, ethane-1,2-diamine, and 2-aminophenols in the presence of Bi(OTf)3 (5 mol %) under mild conditions in very good yields. The present protocol opens a new way for C-C, C-N, and C-O bond-formation reactions in a single-step process. The structural assignment was confirmed by X-ray analysis.

摘要

一种新的一锅法已经被开发出来，用于通过苯并恶嗪-4-羧酸酯与苯-1,2-二胺、乙二胺和 2-氨基酚在 Bi(OTf)3（5mol%）存在下在温和条件下反应，以非常好的收率合成苯并菲嗪、喹喔啉和吩嗪衍生物。本方法为 C-C、C-N 和 C-O 键形成反应提供了一种在单一步骤中进行的新途径。结构确证通过 X 射线分析。