Merging Annulation with Ring Deconstruction: Synthesis of (E)-3-(2-Acyl-1H-benzo[d]imidazol-4-yl)acrylaldehyde Derivatives via I2/FeCl3-Promoted Dual C(sp3)–H Amination/C–N Bond Cleavage

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成果类型：

期刊论文

作者：

Xu, Cheng;Yin, Guodong;Jia, Feng-Cheng;Wu, Yan-Dong;Wu, An-Xin

通讯作者：

An-Xin Wu

作者机构：

[Yin, Guodong; Xu, Cheng] Hubei Normal Univ, Coll Chem & Chem Engn, Hubei Key Lab Pollutant Anal & Reuse Technol, Huangshi 435002, Hubei, Peoples R China.

[Jia, Feng-Cheng; Xu, Cheng; Wu, An-Xin; Wu, Yan-Dong] Cent China Normal Univ, Coll Chem, Key Lab Pesticide & Chem Biol, Minist Educ, Wuhan 430079, Peoples R China.

语种：

英文

期刊：

Organic Letters

ISSN：

1523-7060

年：

2021

卷：

期：

页码：

2559-2564

DOI：

10.1021/acs.orglett.1c00486

基金类别：

National Natural Science Foundation of ChinaNational Natural Science Foundation of China (NSFC) [21971080, 21971079, 21772051]; Fundamental Research Funds for the Central UniversitiesFundamental Research Funds for the Central Universities [CCNU18QN011]; 111 ProjectMinistry of Education, China - 111 Project [B17019]

机构署名：

本校为其他机构

院系归属：

化学学院

摘要：

An unprecedented I2/FeCl3-promoted cascade reaction of aryl methyl ketones with 8-aminoquinolines for the convenient synthesis of (E)-3-(2-acyl-1H-benzo[d]imidazol-4-yl)acrylaldehydes was developed by merging annulation with ring deconstruction. This novel strategy unlocked the new reactivity of 8-aminoquinolines and provided an attractive platform for the ring opening of unactivated N-heteroaromatic compounds. Preliminary mechanistic investigation suggested that dual C(sp3)–H amination/C–N bond cleavage were key reaction steps. Furthermore, ...

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Merging Annulation with Ring Deconstruction: Synthesis of (E)-3-(2-Acyl-1H-benzo[d]imidazol-4-yl)acrylaldehyde Derivatives via I2/FeCl3-Promoted Dual C(sp3)–H Amination/C–N Bond Cleavage

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