Synthesis
DOI: 10.1055/s-0036-1589111
paper
© Georg Thieme Verlag Stuttgart · New York

Trichloroisocyanuric Acid as an Efficient Reagent for the Synthesis of Phosphoroamidates via Atherton–Todd Reaction under Base-Free Conditions

Babak Kaboudin*, Atousa Donyavi, Foad Kazemi
  • Department of Chemistry, Institute for Advanced Studies in Basic Sciences (IASBS), Zanjan 45137-66731, Iran, Email: kaboudin@iasbs.ac.ir
The authors gratefully acknowledge support from the Institute for Advanced Studies in Basic Sciences (IASBS) Research Council under grant No. G2016IASBS31101.
Further Information

Publication History

Received: 04 July 2017

Accepted after revision: 29 August 2017

Publication Date:
12 September 2017 (eFirst)

Abstract

A simple, efficient, and novel method is developed for the synthesis of phosphoroamidates via an Atherton–Todd coupling reaction of amines with dialkyl H-phosphite using trichloroisocyanuric acid as an efficient and safe reagent. Treatment of amines with dialkyl H-phosphite and trichloroisocyanuric acid under base-free conditions gives phosphoroamidates in moderate to good yields. The reaction proceeded effectively to afford the corresponding phosphoroamidates via a dehydrogenative coupling of H-phosphonates with amines. This method is easy, rapid, and good-yielding for the synthesis of phosphoroamidates.

Supporting Information