Synthesis 2013; 45(16): 2323-2327
DOI: 10.1055/s-0033-1339186
paper
© Georg Thieme Verlag Stuttgart · New York

Copper(I) Iodide Catalyzed Synthesis of Thiophosphates by Coupling of H-Phosphonates with Benzenethiols

Babak Kaboudin*
a   Department of Chemistry, Institute for Advanced Studies in Basic Sciences (IASBS), Zanjan 45137-66731, Iran   Fax: +98(241)4214949   Email: kaboudin@iasbs.ac.ir
,
Yaghoub Abedi
a   Department of Chemistry, Institute for Advanced Studies in Basic Sciences (IASBS), Zanjan 45137-66731, Iran   Fax: +98(241)4214949   Email: kaboudin@iasbs.ac.ir
,
Jun-ya Kato
b   School of Pharmacy, Tokyo University of Pharmacy and Life Sciences, 1432-1 Horinouchi, Hachioji, Tokyo 192-0392, Japan
,
Tsutomu Yokomatsu
b   School of Pharmacy, Tokyo University of Pharmacy and Life Sciences, 1432-1 Horinouchi, Hachioji, Tokyo 192-0392, Japan
› Author Affiliations
Further Information

Publication History

Received: 27 March 2013

Accepted after revision: 15 May 2013

Publication Date:
25 June 2013 (online)


Abstract

A simple, efficient, and new method has been developed for the preparation of thiophosphates from benzenethiols. The method involves copper(I) iodide catalyzed coupling of thiols with H-phosphonates in the presence of triethylamine. The reaction proceeds effectively to afford the corresponding thiophosphates in moderate to good yields via an aerobic dehydrogenative coupling of H-phosphonates with benzenethiols. This method is easy, rapid, and good-yielding for the synthesis of thiophosphates from benzenethiols.

Supporting Information