Synlett 2012; 23(17): 2469-2472
DOI: 10.1055/s-0032-1317296
letter
© Georg Thieme Verlag Stuttgart · New York

Efficient Intramolecular C–H Insertion Catalyzed by Iridium Porphyrin Complexes

Cristóbal López-Sánchez
Department of Organic Chemistry, University of Almería, 04120 Almería, Spain   Fax: +34(950)015481   Email: irodrigu@ual.es
,
Míriam Álvarez-Corral
Department of Organic Chemistry, University of Almería, 04120 Almería, Spain   Fax: +34(950)015481   Email: irodrigu@ual.es
,
Manuel Muñoz-Dorado
Department of Organic Chemistry, University of Almería, 04120 Almería, Spain   Fax: +34(950)015481   Email: irodrigu@ual.es
,
Ignacio Rodríguez-García*
Department of Organic Chemistry, University of Almería, 04120 Almería, Spain   Fax: +34(950)015481   Email: irodrigu@ual.es
› Author Affiliations
Further Information

Publication History

Received: 10 May 2012

Accepted after revision: 23 August 2012

Publication Date:
21 September 2012 (online)


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Abstract

Octaethylporphyrin and tetraphenylporphyrin Ir(I) and Ir(III) complexes are useful catalysts for intramolecular C–H insertion processes of stabilized diazo compounds. While the Ir(I) complex TPP[Ir(CO)3]2 is the most efficient and selective catalyst, the others afford mixtures of cyclization and dimerization products. The effect of the solvent polarity on the selectivity of the reaction is also presented.