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

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

doi:10.1021/ol300579m

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

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

Department of Chemistry

Research output: Contribution to journal › Article

111 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 language	English
Pages (from-to)	2058-2061
Number of pages	4
Journal	Organic Letters
Volume	14
Issue number	8
DOIs	https://doi.org/10.1021/ol300579m
Publication status	Published - 2012 Apr 20

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ASJC Scopus subject areas

Organic Chemistry
Physical and Theoretical Chemistry
Biochemistry

Cite this

Hashimoto, Y., Hirano, K., Satoh, T., Kakiuchi, F., & Miura, M. (2012). Ruthenium(II)-catalyzed regio- and stereoselective hydroarylation of alkynes via directed C-H functionalization. Organic Letters, 14(8), 2058-2061. https://doi.org/10.1021/ol300579m

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Access to Document

10.1021/ol300579m