Iridium-Catalyzed Alkylation of Secondary Alcohols with Primary Alcohols: A Route to Access Branched Ketones and Alcohols

Genc S., Gülcemal S. , Günnaz S. , Cetinkaya B. , Gülcemal D.

JOURNAL OF ORGANIC CHEMISTRY, cilt.85, ss.9139-9152, 2020 (SCI İndekslerine Giren Dergi) identifier identifier identifier

  • Cilt numarası: 85
  • Basım Tarihi: 2020
  • Doi Numarası: 10.1021/acs.joc.0c01099
  • Dergi Adı: JOURNAL OF ORGANIC CHEMISTRY
  • Sayfa Sayıları: ss.9139-9152

Özet

Under borrowing hydrogen conditions, NHC-iridium(I) catalyzed the direct or one-pot sequential synthesis of alpha,alpha-disubstituted ketones via the alkylation of secondary alcohols with primary alcohols is reported. Notably, the present approach provides a new method for the facile synthesis of alpha,alpha-disubstituted ketones and featured with several characteristics, including a broad substrate scope, using easy-to-handle alcohols as starting materials, and performing the reactions under aerobic conditions. Moreover, the selective one-pot formation of beta,beta-disubstituted alcohols was achieved by the addition of an external hydrogen source to the reaction mixture.