4.6 Article

Green Photo-Organocatalytic C-H Activation of Aldehydes: Selective Hydroacylation of Electron-Deficient Alkenes

期刊

CHEMISTRY-A EUROPEAN JOURNAL
卷 24, 期 7, 页码 1726-1731

出版社

WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201705634

关键词

C-H activation; exciplex; green chemistry; hydroacylation; photo-organocatalysis

资金

  1. Latsis Foundation
  2. National Scholarship Foundation (IKY)
  3. COST Action C-H Activation in Organic Synthesis (CHAOS) [CA15106]

向作者/读者索取更多资源

Selective C-H activation is an area of growing importance. Metal-free C-H activation of branched aldehydes mediating the hydroacylation of electron-deficient alkenes is an attractive transformation, but is limited by selectivity issues, especially in the case of alpha,alpha-disubstituted aldehydes. Herein, we report a green, cheap, versatile, and easily reproducible selective hydroacylation of alkenes utilizing phenylglyoxylic acid as the photocatalyst and common household bulbs for irradiation, leading to products in excellent yields and selectivities. The reaction mechanism was also studied to account for the high selectivity.

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