SbCl₃-Initiated Csp³ –Csp³ Coupling between N-Aryltetrahydroisoquinolines and Nitroalkanes via the Aerobic Oxidation of sp³ C–H Bond

Abstract

An SbCl₃-initiated Csp³ –Csp³ coupling between N-aryltetrahydroisoquinolines and nitromethanes was realized through the aerobic oxidation of sp ³ C–H bond, providing a series of nitromethylated tetrahydroisoquinoline derivatives in high yields. The results exhibited that SbCl₃, as a cheap and commercially available reagent, is an efficient initiator to promote the direct functionalization of sp³ C–H bond with broad functional group tolerance, which is potentially applied to a wider range of C–H bond activation reactions.

Key words

antimony trichloride - sp³ C–H oxidation - aerobic oxidation - N-aryltetrahydroisoquinoline - Csp³ –Csp³ coupling

Publication History

Received: 19 December 2022

Accepted after revision: 12 January 2023

Accepted Manuscript online:
12 January 2023

Article published online:
06 February 2023

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