4.8 Article

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

Journal

GREEN CHEMISTRY
Volume 16, Issue 4, Pages 2136-2141

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c3gc42310g

Keywords

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Funding

  1. NNSFC [20902070, 21025207]
  2. ZJNSF [Y4100579]
  3. ZJQJTP [QJD0902004]
  4. Zhejiang Provincial Top Key Discipline of New Materials and Process Engineering [20110949]
  5. Undergraduate Training Program for Innovation and Pioneering of Wenzhou University [JWDC2012064]

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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.

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