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Rh(II)-Catalyzed Intermolecular Oxidative Sulfamidation of Aldehydes: A Mild Efficient Synthesis of N-Sulfonylcarboxamides
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Section:Abstract
Rh(II)-catalyzed oxidative coupling of aldehydes and sulfonamides has been developed to provide N-sulfonylcarboxamides in one step. A variety of sulfonamides were found to react with aromatic and aliphatic aldehydes to afford the desired products in good to excellent yields. Mechanistic data, including kinetic isotope effect experiments, suggest that the transformation proceeds through a concerted asynchronous nitrene insertion into an aldehydic hydrogen.
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This article has been cited by 14 ACS Journal articles (5 most recent appear below).
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Iron(II)-Catalyzed Amidation of Aldehydes with Iminoiodinanes at Room Temperature and under Microwave-Assisted Conditions
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Catalytic Acylation of Amines with Aldehydes or Aldoximes
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C. Liana Allen, Simge Davulcu, and Jonathan M. J. WilliamsOrganic Letters2010 12 (22), 5096-5099The simple nickel salt NiCl2·6H2O catalyzes the coupling of aldoximes with amines to give secondary or tertiary amide products. The aldoxime can be prepared in situ from the corresponding aldehyde. The use of 18O-labeled oximes has allowed insight into ...
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History
- Published In Issue November 21, 2007
- Received May 29, 2007
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