Base Promoted Three-Component Annulation of 4-Diazoisochroman-3-imines with Dimethylsulfonium Ylides: Synthesis of Highly Functionalized Isochromeno[4,3-c]pyridazines

被引:11
|
作者
Suleman, Muhammad [1 ]
Xie, Jianwei [1 ]
Wang, Zaibin [1 ]
Lu, Ping [1 ]
Wang, Yanguang [1 ]
机构
[1] Zhejiang Univ, Dept Chem, Hangzhou 310027, Peoples R China
来源
JOURNAL OF ORGANIC CHEMISTRY | 2021年 / 86卷 / 01期
基金
中国国家自然科学基金;
关键词
PYRIDAZINE RING CARBONS; NUCLEOPHILIC-SUBSTITUTION; DIAZO-COMPOUNDS; DERIVATIVES; COMPLEXES; 3-DIAZOINDOLIN-2-IMINES; CHEMISTRY; ALDEHYDES; DIAZINES; ESTERS;
D O I
10.1021/acs.joc.0c02204
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A novel method has been developed to synthesize a unique class of highly functionalized isochromeno[4,3c]-pyridazines. This reaction features an intermolecular functionalization of terminal nitrogen atom of diazo group of 4-diazoisochoman-3-imine with two dimethylsulfonium ylide components, followed by a base promoted 6-exo-trig cyclization step. Readily available starting materials, a broad substrate scope, and operationally simple, mild, and catalyst-free reaction conditions are the prominent features of this method.
引用
收藏
页码:455 / 465
页数:11
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