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Synthesis of Acyl Phosphoramidates Employing a Modified Staudinger Reaction

Iain Currie* and Brad E. Sleebs*

*The Walter and Eliza Hall Institute of Medical Research, Parkville, Victoria 3052, Australia, Email: currie.iwehi.edu.au, sleebswehi.edu.au

I. Currie, B. E. Sleebs, Org. Lett., 2021, 23, 464-468.

DOI: 10.1021/acs.orglett.0c03987 (free Supporting Information)



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Abstract

Trimethylsilyl chloride as an activating agent enables a one-step synthesis of acyl phosphoramidates from a variety of functionalized acyl azides. This modified Staudinger reaction was further adapted to include in situ generation of acyl azides from a broad range of carboxylic acids and hydrazides.


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proposed reaction pathway



Key Words

N-P bond formation, Staudinger reaction


ID: J54-Y2021