Synthesis 2023; 55(10): 1593-1601
DOI: 10.1055/a-2011-7334
paper

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

Qiyuan Ma
,
Shuwei Zhang
,
Yuemei Li
,
Han Ding
,
Zheng Sun
,
Yu Yuan
,
Xiaodong Jia

National Natural Science Foundation of China (NNSFC, No. 21562038).


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.

Supporting Information



Publikationsverlauf

Eingereicht: 19. Dezember 2022

Angenommen nach Revision: 12. Januar 2023

Accepted Manuscript online:
12. Januar 2023

Artikel online veröffentlicht:
06. Februar 2023

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