Silver-Mediated Indole (4+2) Dearomative Annulation with N-Radicals: A Strategy To Construct Heterocycle-Fused Indolines

Zhang, Lin-Bao1; Zhu, Ming-Hui1; Ni, Shao-Fei2; Wen, Li-Rong1; Li, Ming1

2019-03

10.1021/acscatal.8b04933

ACS Catalysis   影响因子和分区

2155-5435

A regioselective Ag-I-mediated dearomative (4 + 2) annulation reaction of substituted indoles has been developed. The transformation provides rapid access to functionalized heterocycle fused indoline skeletons with broad functional groups, high atom economy, and an easy-to-handle nature in one step. Moreover, the recovery experiment of silver catalysts could reduce the cost. Density functional theory (DFT) studies support a "radical cation" pathway in which C-N bond formation determines the rate-limiting step.

dearomative N-centered radical indoline Ag-I-catalysis radical-cation

SCI ; EI

英语

通讯

National Natural Science Foundation of China[21572110] ; National Natural Science Foundation of China[21372137] ; National Natural Science Foundation of China[21801152]

Chemistry

Chemistry, Physical

WOS:000460600600008

AMER CHEMICAL SOC

20191006592322

Catalysts ; Chemical bonds ; Positive ions ; Silver

Precious Metals:547.1 ; Physical Chemistry:801.4 ; Chemical Agents and Basic Industrial Chemicals:803 ; Chemical Products Generally:804 ; Probability Theory:922.1

Web of Science

1.Qingdao Univ Sci & Technol, Coll Chem & Mol Engn, State Key Lab Base Ecochem Engn, Qingdao 266042, Peoples R China
2.Southern Univ Sci & Technol, Dept Chem, Shenzhen 518055, Peoples R China

Zhang, Lin-Bao,Zhu, Ming-Hui,Ni, Shao-Fei,et al. Silver-Mediated Indole (4+2) Dearomative Annulation with N-Radicals: A Strategy To Construct Heterocycle-Fused Indolines[J]. ACS Catalysis,2019,9(3):1680-1685.

Zhang, Lin-Bao,Zhu, Ming-Hui,Ni, Shao-Fei,Wen, Li-Rong,&Li, Ming.(2019).Silver-Mediated Indole (4+2) Dearomative Annulation with N-Radicals: A Strategy To Construct Heterocycle-Fused Indolines.ACS Catalysis,9(3),1680-1685.

Zhang, Lin-Bao,et al."Silver-Mediated Indole (4+2) Dearomative Annulation with N-Radicals: A Strategy To Construct Heterocycle-Fused Indolines".ACS Catalysis 9.3(2019):1680-1685.