Ruthenium(II)-catalyzed regio- and stereoselective hydroarylation of alkynes via directed C-H functionalization

Yuto Hashimoto, Koji Hirano, Tetsuya Satoh, Fumitoshi Kakiuchi, Masahiro Miura

Research output: Contribution to journalArticle

108 Citations (Scopus)

Abstract

The ruthenium-catalyzed hydroarylation of alkynes with benzamides proceeds regio- and stereoselectively through a directed C-H bond cleavage. Preliminary mechanistic investigations indicate that the reaction involves amide-directed ortho-metalation, carbometalation of alkyne, and protonolysis. Similarly, phenylazoles also add to alkynes regioselectively.

Original languageEnglish
Pages (from-to)2058-2061
Number of pages4
JournalOrganic Letters
Volume14
Issue number8
DOIs
Publication statusPublished - 2012 Apr 20

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Alkynes
Ruthenium
alkynes
ruthenium
Benzamides
Amides
amides
cleavage

ASJC Scopus subject areas

  • Organic Chemistry
  • Physical and Theoretical Chemistry
  • Biochemistry

Cite this

Ruthenium(II)-catalyzed regio- and stereoselective hydroarylation of alkynes via directed C-H functionalization. / Hashimoto, Yuto; Hirano, Koji; Satoh, Tetsuya; Kakiuchi, Fumitoshi; Miura, Masahiro.

In: Organic Letters, Vol. 14, No. 8, 20.04.2012, p. 2058-2061.

Research output: Contribution to journalArticle

Hashimoto, Yuto ; Hirano, Koji ; Satoh, Tetsuya ; Kakiuchi, Fumitoshi ; Miura, Masahiro. / Ruthenium(II)-catalyzed regio- and stereoselective hydroarylation of alkynes via directed C-H functionalization. In: Organic Letters. 2012 ; Vol. 14, No. 8. pp. 2058-2061.
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