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Synlett 2019; 30(08): 955-960
DOI: 10.1055/s-0037-1611758
letter
© Georg Thieme Verlag Stuttgart · New York

Visible-Light-Mediated Tandem Sulfonylation/Cyclization of Vinyl Azides with Sulfonyl Hydrazines for the Synthesis of 6-(Sulfonylmethyl)phenanthridines under Mild Conditions

Liu-Liang Mao*
a   Key Laboratory of Applied Organic Chemistry, Higher Institutions of Jiangxi Province, Shangrao Normal University, Shangrao 334001, P. R. of China   Email: maoll14@lzu.edu.cn   Email: zhouanxi@hotmail.com
,
Li-Xia Quan
b   Shangrao Normal University, College of Chemistry and Environment Science, Shangrao 334001, P. R. of China
,
Xian-Hong Zhu
a   Key Laboratory of Applied Organic Chemistry, Higher Institutions of Jiangxi Province, Shangrao Normal University, Shangrao 334001, P. R. of China   Email: maoll14@lzu.edu.cn   Email: zhouanxi@hotmail.com
,
Cong-Bin Ji
b   Shangrao Normal University, College of Chemistry and Environment Science, Shangrao 334001, P. R. of China
,
An-Xi Zhou  *
a   Key Laboratory of Applied Organic Chemistry, Higher Institutions of Jiangxi Province, Shangrao Normal University, Shangrao 334001, P. R. of China   Email: maoll14@lzu.edu.cn   Email: zhouanxi@hotmail.com
,
Fayun Chen
b   Shangrao Normal University, College of Chemistry and Environment Science, Shangrao 334001, P. R. of China
,
Da-Gui Zheng
a   Key Laboratory of Applied Organic Chemistry, Higher Institutions of Jiangxi Province, Shangrao Normal University, Shangrao 334001, P. R. of China   Email: maoll14@lzu.edu.cn   Email: zhouanxi@hotmail.com
› Author AffiliationsGJJ161059This work was supported by the Science and Technology Research Projects of the Education Department of Jiangxi Province, (Grant/Award Nos.: GJJ14716, GJJ151062, GJJ161059, GJJ161059)
Further Information

Publication History

Received: 31 January 2019

Accepted after revision: 27 February 2019

Publication Date:
10 April 2019 (online)

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Abstract

A visible-light-mediated tandem sulfonylation/cyclization of vinyl azides with sulfonyl hydrazines was developed that provides an efficient and simple strategy for the synthesis of valuable 6-(sulfonylmethyl)phenanthridines with a broad substrate scope and satisfactory yields under mild conditions.

Key words

photochemical reaction - tandem reaction - sulfonylation - cyclization - sulfonyl hydrazines - phenanthridines

Supporting Information

    Supporting information for this article is available online at https://doi.org/10.1055/s-0037-1611758.
  • Supporting Information
 

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