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Synfacts 2011(12): 1379-1379  
DOI: 10.1055/s-0031-1289411
Polymer-Supported Synthesis
© Georg Thieme Verlag Stuttgart ˙ New York

Microwave-Assisted Thionation of Amides Using a Solid-Supported P2S5

Contributor(s): Yasuhiro Uozumi, Yoichi M. A. Yamada, Maki Minakawa
H. R. Lagiakos, A. Walker, M.-I. Aguilar, P. Perlmutter*
Monash University, Clayton, Australia
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Publication History

Publication Date:
18 November 2011 (online)

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Significance

A novel method for thionation of amides using a solid-supported phosphorus pentasulfide (P2S5/Al2O3) reagent under microwave irradiation was described. Thionation of primary, secondary, and tertiary amides (1a-j: 0.75 mmol) with P2S5/Al2O3 (P2S5: 0.90 mmol) was carried out under microwave irradiation to give the corresponding thioamides (2a-j) in 76-92% isolated yield. In the 7.5 mmol scale reaction, thiobenz­amide (2a) was also obtained in 98% yield.