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Molecules, Vol. 23, Pages 1582: Triorganoindium Reagents in Rh-Catalyzed C–H Activation/C–C Cross-Coupling Reactions of 2-Arylpyridines

Molecules, Vol. 23, Pages 1582: Triorganoindium Reagents in Rh-Catalyzed C–H Activation/C–C Cross-Coupling Reactions of 2-Arylpyridines

Molecules doi: 10.3390/molecules23071582

Authors: Ricardo Riveiros Rubén Tato José Pérez Sestelo Luis A. Sarandeses

The activation of C–H bonds through catalytic reactions using transition metals is an important challenge in organic chemistry in which the intermediates are related to those produced in the classical cross-coupling reactions. As part of our research program devoted to the development of metal-catalyzed reactions using indium organometallics, a protocol for the C–H activation and C–C coupling of 2-arylpyridines with triorganoindium reagents under Rh(I) catalysis is reported. Under the optimized conditions, we found that Me3In and Ar3In reagents reacted with 2-arylpyridines and related compounds in the presence of Rh(PPh3)3Cl, in PhCl/THF (9:1), at 120 °C for 48 h, to afford the ortho-coupling products in moderate to good yields. The nitrogen atom in the pyridine ring acts as a directing group to assist the functionalization at the ortho position of the aryl group forming a new C–C bond at this position.

Authors:   Riveiros, Ricardo ; Tato, Rubén ; Pérez Sestelo, José ; Sarandeses, Luis A.
Journal:   Molecules
Volume:   23
edition:   7
Year:   2018
Pages:   1582
DOI:   10.3390/molecules23071582
Publication date:   29-Jun-2018
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  • transition metals
  • Research
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