Issue 25, 2022

AgNTf2 catalyzed cycloaddition of N-acyliminium ions with alkynes for the synthesis of the 3,4-dihydro-1,3-oxazin-2-one skeleton

Abstract

A catalyzed process for the synthesis of the 4,6-substituted 3,4-dihydro-1,3-oxazin-2-one skeleton has been developed through cycloaddition of in situ generated acyliminium intermediates with alkynes. A range of chain N,O-acetals and terminal alkynes were amenable for this mild transformation. As a result, a series of desired cycloaddition products were obtained in moderate to good yields.

Graphical abstract: AgNTf2 catalyzed cycloaddition of N-acyliminium ions with alkynes for the synthesis of the 3,4-dihydro-1,3-oxazin-2-one skeleton

Supplementary files

Article information

Article type
Paper
Submitted
11 May 2022
Accepted
02 Jun 2022
First published
02 Jun 2022

Org. Biomol. Chem., 2022,20, 5086-5094

AgNTf2 catalyzed cycloaddition of N-acyliminium ions with alkynes for the synthesis of the 3,4-dihydro-1,3-oxazin-2-one skeleton

W. Xu, J. Guo, C. Liu, J. Sun, M. Lv and B. Wei, Org. Biomol. Chem., 2022, 20, 5086 DOI: 10.1039/D2OB00900E

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