Copper-Catalyzed Hydrogen Atom Transfer and Aryl Migration Strategy for the Arylalkylation of Activated Alkenes

Chen，Xi1; Wang，Qiang2; Zhang，Zhe1; Niu，Zhi Jie1; Shi，Wei Yu1; Gong，Xiao Ping1; Jiao，Rui Qiang1; Gao，Ming Hui1; Liu，Xue Yuan1; Liang，Yong Min1

2022-06-24

10.1021/acs.orglett.2c01427

ORGANIC LETTERS   Impact Factor & Quartile

1523-7060

1523-7052

Herein, we describe the copper-catalyzed arylalkylation of activated alkenes via hydrogen-atom transfer and aryl migration strategy. The reaction was carried out through a radical-mediated continuous migration pathway using N-fluorosulfonamides as the alkyl source. The primary, secondary, and tertiary alkyl radicals formed by intramolecular hydrogen-atom transfer proceeded smoothly. This methodology is an efficient approach for the synthesis of various amide derivatives possessing a quaternary carbon center with good yields and high regioselectivity.

SCI

English

NI Journal Papers

Others

National Natural Science Foundation of China["NSF 21871115",22171114]

Chemistry

Chemistry, Organic

WOS:000819181500001

AMER CHEMICAL SOC

CHEMISTRY

2-s2.0-85133100951

Scopus

1.State Key Laboratory of Applied Organic Chemistry,School of Chemistry and Chemical Engineering,Lanzhou University,Lanzhou,730000,China
2.Shenzhen Grubbs Institute and Department of Chemistry,Guangdong Provincial Key Laboratory of Catalysis,Southern University of Science and Technology,Shenzhen,518055,China

Chen，Xi,Wang，Qiang,Zhang，Zhe,et al. Copper-Catalyzed Hydrogen Atom Transfer and Aryl Migration Strategy for the Arylalkylation of Activated Alkenes[J]. ORGANIC LETTERS,2022,24(24):4338-4343.

Chen，Xi.,Wang，Qiang.,Zhang，Zhe.,Niu，Zhi Jie.,Shi，Wei Yu.,...&Liang，Yong Min.(2022).Copper-Catalyzed Hydrogen Atom Transfer and Aryl Migration Strategy for the Arylalkylation of Activated Alkenes.ORGANIC LETTERS,24(24),4338-4343.

Chen，Xi,et al."Copper-Catalyzed Hydrogen Atom Transfer and Aryl Migration Strategy for the Arylalkylation of Activated Alkenes".ORGANIC LETTERS 24.24(2022):4338-4343.