Ligand-promoted reductive coupling between aryl iodides and cyclic sulfonium salts by nickel catalysis

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外文摘要：Developing applicable methods to forge linkages between sp3 and sp2-hydridized carbons is of great sig-nificance in drug discovery.We show here a new,Ni-catalyzed reductive cross-coupling reaction that forms Csp3-Csp2 bonds from aryl iodides and cyclic sulfonium salts.Notably,Csp3-Csp2 bonds can be forged selectively at the iodine-bearing carbon of bromo(iodo)arenes which is usually recognized as a huge challenge under the catalytic reductive cross-coupling(CRCC)conditions.Experimental and compu-tational mechanistic studies support LNiIAr as an active species,while the untraditional anti-Markovnikov selective alkylation of asymmetric sulfonium salts is determined by the oxidative S-substitution of sul-fonium salts with LNiIAr.This protocol further expands the range of alkyl electrophiles under the CRCC conditions and provides a new strategy for the construction of Csp3-Csp2 bonds.

外文关键词：

Reductive cross-coupling reactionCsp3-Csp2 bondsNickel catalysisSulfonium saltsAlkylation

作者：

Junxin Li、Chao Chen、Yuzhen Dong、Jian Lv、Jun-Mei Peng、Yuan-Ye Jiang、Daoshan Yang

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作者单位：

Key Laboratory of Optic-electric Sensing and Analytical Chemistry for Life Science,MOE,College of Chemistry and Molecular Engineering,Qingdao University of Science and Technology,Qingdao 266042,China

Laboratory of Catalytic Conversion and Clean Energy in Universities of Shandong Province,School of Chemistry and Chemical Engineering,Qufu Normal University,Qufu 273165,China

Department of Medicinal Chemistry,School of Pharmacy,Hengyang Medical School,University of South China,Hengyang 421001,China

出版年：

2024

DOI：

10.1016/j.cclet.2024.109732

中国化学快报(英文版)

中国化学会

中国化学快报(英文版)

CSTPCD

影响因子：0.771

ISSN：1001-8417

年,卷(期)：2024.35(11)