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Issue 3, 2017
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Electronic halocyclization and radical haloazidation of benzene-linked 1,7-dienes for the synthesis of functionalized 3,1-benzoxazines

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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

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Publication details

The article was received on 23 Nov 2016, accepted on 09 Dec 2016 and first published on 09 Dec 2016


Article type: Paper
DOI: 10.1039/C6OB02566H
Citation: Org. Biomol. Chem., 2017,15, 634-639
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    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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