Issue 3, 2017

Electronic halocyclization and radical haloazidation of benzene-linked 1,7-dienes for the synthesis of functionalized 3,1-benzoxazines

Abstract

A novel electronic halocyclization and radical haloazidation of benzene-linked 1,7-dienes for the formation of functionalized 3,1-benzoxazines has been achieved by using TMSN3 as an azido source and NBS as a halogen source. This methodology is highlighted by its mild conditions and wide substrate scope, which concomitantly introduces one C–N and two C–halogen bonds into one molecule.

Graphical abstract: Electronic halocyclization and radical haloazidation of benzene-linked 1,7-dienes for the synthesis of functionalized 3,1-benzoxazines

Supplementary files

Article information

Article type
Paper
Submitted
23 Nov 2016
Accepted
09 Dec 2016
First published
09 Dec 2016

Org. Biomol. Chem., 2017,15, 634-639

Electronic halocyclization and radical haloazidation of benzene-linked 1,7-dienes for the synthesis of functionalized 3,1-benzoxazines

Y. Sun, L. Yu, Z. Zhu, X. Hu, Y. Gao and M. Shi, Org. Biomol. Chem., 2017, 15, 634 DOI: 10.1039/C6OB02566H

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