Copper-Catalyzed Hydroamination of 2-Alkynylazobenzenes: Synthesis of 3-Alkenyl-2H-Indazoles

被引：0
|
作者：
Manas, Clara [1 ,2 ]
Herrero-Bourdieu, Juan [1 ]
Merino, Estibaliz [1 ,2 ]
机构：
[1] Univ Alcala, Inst Invest Andres M Rio IQAR, Fac Farm, Dept Quim Organ & Quim Inorgan, Alcala De Henares 28805, Madrid, Spain
[2] Inst Ramon & Cajal Invest Sanitaria IRYCIS, Madrid 28034, Spain
来源：
JOURNAL OF ORGANIC CHEMISTRY | 2024年 / 89卷 / 22期
关键词：
SUBSTITUTED CINNOLINES; CYCLIZATION; COARCTATE; INDAZOLES; PSEUDOCOARCTATE; 2H-INDAZOLES; COMPLEXES;
D O I：
10.1021/acs.joc.4c02144
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A copper-catalyzed intramolecular synthesis of 3-alkenyl-2H-indazoles from 2-alkynylazobenzenes is described. The reaction proceeds in a single step via C-N bond formation and a subsequent 1,2-hydride shift, affording products in high yields. DFT calculations suggest the 1,2-hydride shift as the rate-determining step. Further derivatization enables functionalization of the 3-alkenyl-2H-indazoles.
引用
收藏
页码：16883 / 16888
页数：6
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