Issue 5, 2024

Cu-catalyzed alkylarylation of alkenes via N-directed remote C(sp3)–H functionalization

Abstract

Herein, we report a copper-catalyzed alkylarylation reaction of alkenes using N-fluoroamides and arylboronic acids. The reaction proceeds primarily through nitrogen-centered radical generation, 1,5-hydrogen atom transfer, and benzyl radical addition to provide the target products. This protocol is distinguished by its exquisite site-selectivity, broad substrate scope, and comprehensive utilization of late-stage modification of estrone derivatives. Moreover, this approach offers new insights into synthesizing bioactive molecules with 1,1-diaryl motifs.

Graphical abstract: Cu-catalyzed alkylarylation of alkenes via N-directed remote C(sp3)–H functionalization

Supplementary files

Article information

Article type
Research Article
Submitted
21 Nov 2023
Accepted
20 Jan 2024
First published
29 Jan 2024

Org. Chem. Front., 2024,11, 1484-1489

Cu-catalyzed alkylarylation of alkenes via N-directed remote C(sp3)–H functionalization

R. Rui, B. Wang, X. Xu, Z. Zhang, X. Chen and X. Liu, Org. Chem. Front., 2024, 11, 1484 DOI: 10.1039/D3QO01933K

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