Catalytic Formation of α-Aryl Ketones by C-H Functionalization with Cyclic Alkenyl Carbonates and One-Pot Synthesis of Isocoumarins

Yusuke Hara, Shunsuke Onodera, Takuya Kochi, Fumitoshi Kakiuchi

Research output: Contribution to journalArticle

40 Citations (Scopus)

Abstract

We report here a method for direct catalytic introduction of simple α-acylalkyl groups via rhodium-catalyzed C-H functionalization with cyclic alkenyl carbonates, synthetic equivalents to enolates bearing leaving groups. The reaction proceeded smoothly without using bases to give α-aryl ketones in high yields. Various nitrogen-containing aromatic rings and amide groups serve as directing groups. 3-Substituted isocoumarins can also be prepared by one-pot C-H functionalization/cyclization.

Original languageEnglish
Pages (from-to)4850-4853
Number of pages4
JournalOrganic Letters
Volume17
Issue number19
DOIs
Publication statusPublished - 2015 Oct 2

ASJC Scopus subject areas

  • Organic Chemistry
  • Physical and Theoretical Chemistry
  • Biochemistry

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