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Regioselective formation of alpha-vinylpyrroles from the ruthenium-catalyzed coupling reaction of pyrroles and terminal alkynes involving C-H bond activation. J Org Chem 2010 May 07;75(9):3144-6

Date

04/14/2010

Pubmed ID

20384382

Pubmed Central ID

PMC2865850

DOI

10.1021/jo100269y

Abstract

The cationic ruthenium catalyst Ru(3)(CO)(12)/NH(4)PF(6) was found to be highly effective for the intermolecular coupling reaction of pyrroles and terminal alkynes to give gem-selective alpha-vinylpyrroles. The carbon isotope effect on the alpha-pyrrole carbon and the Hammett correlation from a series of para-substituted N-arylpyrroles (rho = -0.90) indicate a rate-limiting C-C bond formation step of the coupling reaction.

Author List

Gao R, Yi CS

Author

Chae Yi PhD Professor, Inorganic and Organometallic Chemistry, Homogeneous Catalysis in the Chemistry department at Marquette University




MESH terms used to index this publication - Major topics in bold

Alkynes
Catalysis
Molecular Structure
Organometallic Compounds
Pyrroles
Ruthenium
Stereoisomerism
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