Issue 3, 2022

Metal-free synthesis of N-sulfonylformamidines via skeletal reconstruction of sulfonyl oximonitriles

Abstract

We developed for the first time an unprecedented domino reaction of sulfonyl oximonitriles with secondary amines to streamline the synthesis of N-sulfonylformamidines in decent to high yields under mild reaction conditions. In addition, scale-up experiments and late-stage functionalization of drugs were also performed. Preliminary studies indicate that the loss of a cyano-/benzyloxy-group and a sulfonyl migration process are involved in this reaction.

Graphical abstract: Metal-free synthesis of N-sulfonylformamidines via skeletal reconstruction of sulfonyl oximonitriles

Supplementary files

Article information

Article type
Research Article
Submitted
16 noy 2021
Accepted
29 noy 2021
First published
02 dek 2021

Org. Chem. Front., 2022,9, 627-632

Metal-free synthesis of N-sulfonylformamidines via skeletal reconstruction of sulfonyl oximonitriles

F. Li, Z. Wu, J. Wang, S. Zhang, J. Yu, Z. Yuan, J. Liu, R. Shen, Y. Zhou and L. Liu, Org. Chem. Front., 2022, 9, 627 DOI: 10.1039/D1QO01665B

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