Stereoselective oxindole synthesis by palladium-catalyzed cyclization reaction of 2-(alkynyl)aryl isocyanates with amides

Tomoya Miura, Takeharu Toyoshima, Yusuke Takahashi, Masahiro Murakami

Research output: Contribution to journalArticlepeer-review

37 Citations (Scopus)

Abstract

A new cyclization reaction occurred on treatment of 2-(alkynyl)aryl isocyanates with amides in the presence of a palladium(0)/diphosphine catalyst to stereoselectively form 3-(amidoalkylidene)oxindoles. A carbon-nitrogen bond as well as a carbon-carbon bond were simultaneously introduced onto the alkyne moiety to construct an oxindole skeleton with stereoselective placement of the amino substituent cis to the carbonyl group.

Original languageEnglish
Pages (from-to)2141-2143
Number of pages3
JournalOrganic Letters
Volume11
Issue number10
DOIs
Publication statusPublished - May 21 2009
Externally publishedYes

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

Fingerprint

Dive into the research topics of 'Stereoselective oxindole synthesis by palladium-catalyzed cyclization reaction of 2-(alkynyl)aryl isocyanates with amides'. Together they form a unique fingerprint.

Cite this