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Synthesis 2019; 51(23): 4425-4433
DOI: 10.1055/s-0039-1690984
paper
© Georg Thieme Verlag Stuttgart · New York

Nitroacenaphthene as a New Photocatalyst for the Synthesis of Sulfonyl Amidines

Yong Jian
a   State Key Lab of Urban Water Resource and Environment, Harbin Institute of Technology (Shenzhen), Shenzhen 518055, P. R. of China   Email: xyang@hit.edu.cn   Email: xiawj@hit.edu.cn
,
Ming Chen
b   School of Basic Medical Sciences, Xinxiang Medical University, Xinxiang 453003, P. R. of China
,
Chao Yang∗
a   State Key Lab of Urban Water Resource and Environment, Harbin Institute of Technology (Shenzhen), Shenzhen 518055, P. R. of China   Email: xyang@hit.edu.cn   Email: xiawj@hit.edu.cn
,
Wujiong Xia  ∗
a   State Key Lab of Urban Water Resource and Environment, Harbin Institute of Technology (Shenzhen), Shenzhen 518055, P. R. of China   Email: xyang@hit.edu.cn   Email: xiawj@hit.edu.cn
› Author AffiliationsWe are grateful for the financial support from the National Natural Science Foundation of China (No. 21672047), State Key Laboratory of Urban Water Resource and Environment (SKLUWRE, No. 2018DX02) and the Science and Technology Planning Project of Shenzhen Municipality (No. JCYJ20180306172044124).
Further Information

Publication History

Received: 18 July 2019

Accepted after revision: 20 August 2019

Publication Date:
13 September 2019 (online)

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Abstract

A small molecule, namely nitroacenaphthene, is reported for the first time as a recyclable visible-light photocatalyst for the construction of the C=N bond from sulfonyl azides and amines. This scalable, site-selective protocol provides a convenient way to access various sulfonyl amidines under mild conditions. Two reaction pathways are proposed, according to different transformation patterns.

Key words

nitroacenaphthene - photocatalyst - carbon-nitrogen double bond - sulfonyl amidines - N′-sulfonylimidamides - site selectivity

Supporting Information

    Supporting information for this article is available online at https://doi.org/10.1055/s-0039-1690984.
  • Supporting Information
 

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