Efficient and selective nitrile hydration reactions in water catalyzed by an unexpected dimethylsulfinyl anion generated in situ from CsOH and DMSO†‡
Haonan Chen,Wujie Dai,Yi Chen,Qing Xu,Jianhui Chen,Yajuan Zhao,Mingde Ye
Green Chemistry Pub Date : 01/02/2014 00:00:00 , DOI:10.1039/C3GC42310G
Abstract

Unexpected dimethylsulfinyl anions (I), generated in situ from the superbase system CsOH–DMSO, was found to be a highly active catalyst for controllable nitrile hydration reactions in water, which selectively afforded the versatile amides via interesting Cs-activated I-catalyzed direct and indirect hydration mechanisms involving an O-transfer process from DMSO onto the nitriles.

Graphical abstract: Efficient and selective nitrile hydration reactions in water catalyzed by an unexpected dimethylsulfinyl anion generated in situ from CsOH and DMSO