Aerobic α,β-C(sp3)-H Bond Difunctionalization and C-N Bond Cleavage of Triethylamine: Difunctional Ammonium Iodide Enabling the Regioselective Synthesis of 4-Arylpyrimido[1,2-b]indazoles

被引：47

作者：

Gao, Qinghe ^{[1
]}

Han, Xinya ^{[2
]}

Tong, Peiyuan ^{[1
]}

Zhang, Zhiang ^{[1
]}

Shen, Haotian ^{[1
]}

Guo, Yanrong ^{[2
]}

Bai, Suping ^{[1
]}

机构：

[1] Xinxiang Med Univ, Sch Pharm, Xinxiang 453003, Henan, Peoples R China

[2] Anhui Univ Technol, Sch Chem & Chem Engn, Maanshan 243002, Anhui, Peoples R China

来源：

ORGANIC LETTERS | 2019年 / 21卷 / 15期

基金：

中国国家自然科学基金; 国家重点研发计划;

关键词：

INACTIVATED CYCLIC AMINES; METAL-FREE SYNTHESIS; TERTIARY-AMINES; FUNCTIONALIZATION; DEHYDROGENATION; CONDENSATION; ALDEHYDES; RADICALS; ALCOHOLS; STRATEGY;

D O I：

10.1021/acs.orglett.9b02218

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A novel method for the regioselective synthesis of 4-arylpyrimido[1,2-b]indazoles has been developed via the dual C(sp(3))-H bond functionalization and C-N bond cleavage of triethylamine. The elusive acyclic enamine intermediates are effectively in situ generated and captured by aromatic aldehydes to form a wide array of tricyclic products from 3-aminoindazoles under the NH4I-mediated aerobic oxidative conditions. This reaction features easily available feedstock, green and economic conditions, and valuable products.

引用

页码：6074 / 6078

页数：5

共 55 条

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