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Synthesis of N-Sulfonyl Arylaldimines Developed by Retesting an Old Process

Dayun Huang, Xuesong Wang, Xingyong Wang, Wenwen Chen, Xinyan Wang* and Yuefei Hu*

*Department of Chemistry, Tsinghua University, Beijing 100084, China, Email: wangxinyanmail.tsinghua.edu.cn, yfhmail.tsinghua.edu.cn

D. Huang, X. Wang, X. Wang, W. Chen, X. Wang, Y. Hu, Org. Lett., 2016, 18, 604-607.

DOI: 10.1021/acs.orglett.5b03686 (free Supporting Information)



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Abstract

The reaction of an arylaldehyde and a sulfonylisocyanate in a solvent or in neat form under catalyst- and additive-free conditions gives the desired N-sulfonylimine with the release of carbon dioxide. The method offers unique clean efficiency, convenience, and scalability, although it was reported to fail half a century ago.

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proposed reaction pathway



Key Words

N-sulfonyl imines


ID: J54-Y2016