A new five-membered ring forming process based on palladium(0)-catalyzed arylative cyclization of allenyl enones

Hirokazu Tsukamoto, Yoshinori Kondo

Research output: Contribution to journalArticlepeer-review

19 Citations (Scopus)

Abstract

(Chemical Equation Presented) A palladium(0)/monophosphine catalyst promotes a novel arylative cyclization reaction of C1-, C2-, and C3-tethered allenyl enones with arylboronic acids to produce five-membered ring containing products. The regioselectivity of the process, associated with aryl group introduction into the allene moiety, depends on the length of the tether. This finding suggests that the cyclization reaction does not proceed through a carbopalladation pathway but rather via a route involving palladacycle-forming or "anti-Wacker"-type oxidative addition to the Pd0 catalyst.

Original languageEnglish
Pages (from-to)2633-2636
Number of pages4
JournalOrganic letters
Volume10
Issue number13
DOIs
Publication statusPublished - 2008

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

Fingerprint

Dive into the research topics of 'A new five-membered ring forming process based on palladium(0)-catalyzed arylative cyclization of allenyl enones'. Together they form a unique fingerprint.

Cite this