Divergent Couplings of Anilines and Enones via Integration of C-H Activation and Transfer Hydrogenation.

Divergent Couplings of Anilines and Enones via Integration of C-H Activation and Transfer Hydrogenation.
Angew Chem Int Ed Engl. 2018 Apr 16;:
Authors: Li X, Zhou X, Zheng G, Xia J, Kong L
Abstract
Ideally, in catalytic reactions the catalyst fulfills several intrinsically different duties in one-shot. This requires integration of more than one distinct transformations in a catalytic cycle. Cp*Rh(III)/Ir(III) complexes are known to play important roles in both C-H activation and transfer hydrogenation (TH). However, these two areas evolved separately. They are integrated in redox- and chemo-divergent couplings of N-pyridylanilines with enones. The Ir-catalyzed coupling with enones leads to efficient synthesis of tetrahydroquinolines via TH from iPrOH. Counterintuitively, iPrOH does not serve as the sole hydride source, and the major reaction pathway involves disproportionation of a dihydroquinoline intermediate followed by convergent and iterative reduction of quinolinium species.
PMID: 29663592 [PubMed - as supplied by publisher]

Source: Angewandte Chemie - April 16, 2018 Category: Chemistry Authors: Li X, Zhou X, Zheng G, Xia J, Kong L Tags: Angew Chem Int Ed Engl Source Type: research