4.8 Article

Carbonylative Mizoroki-Heck Reaction of Alkyl Iodides with Arylalkenes Using a Pd/Photoirradiation System

Journal

ORGANIC LETTERS
Volume 17, Issue 20, Pages 4952-4955

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.5b02302

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Funding

  1. JSPS
  2. MEXT
  3. Grants-in-Aid for Scientific Research [14J12536, 15H05850, 26248031] Funding Source: KAKEN

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A carbonylative Mizorold-Heck reaction using alkyl iodides was achieved with a Pd/photoirradiation sysfem using DBU as a base. In this reaction,, alkyl radicals were formed from alkyl iodides via single-electron transfer (SET) and then underwent a sequential addition to CO and alkenes to give beta-keto radicals. It is proposed that DBU would abstract a proton a to carbonyl to form radical anions, giving alpha,beta-unsaturated ketones via SET.

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