Issue 11, 2021

Synthesis of strained 1,2-diazetidines via [3 + 1] cycloaddition of C,N-cyclic azomethine imines with isocyanides and synthetic derivation

Abstract

Strained diazetidines are assembled simply by 1,3-dipolar cycloaddition of isocyanides and C,N-cyclic azomethine imines. This catalyst-free protocol proceeds smoothly in very mild conditions, and a wide range of isocyanides and C,N-cyclic azomethine imines are applicable to the reaction. The diazetidines obtained are versatile intermediates for diversified transformations.

Graphical abstract: Synthesis of strained 1,2-diazetidines via [3 + 1] cycloaddition of C,N-cyclic azomethine imines with isocyanides and synthetic derivation

Supplementary files

Article information

Article type
Research Article
Submitted
24 Jan 2021
Accepted
15 Mar 2021
First published
19 Mar 2021

Org. Chem. Front., 2021,8, 2494-2503

Synthesis of strained 1,2-diazetidines via [3 + 1] cycloaddition of C,N-cyclic azomethine imines with isocyanides and synthetic derivation

W. Cao, S. Jiang, H. Li, X. Xu and S. Ji, Org. Chem. Front., 2021, 8, 2494 DOI: 10.1039/D1QO00130B

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