Synthesis of 2,3,4,11b-Tetrahydro-1H-pyridazino[6,1-a]isoquinolines via the Three-Component Reaction of 2-Alkynylbenzaldehydes, a Sulfonohydrazide and Dimethyl Cyclopropane-1,1-dicarboxylate

被引：12

作者：

Yu, Xingxin ^{[2
]}

Qiu, Guanyinsheng ^{[2
]}

Liu, Jianping ^{[1
]}

Wu, Jie ^{[2
]}

机构：

[1] Fudan Univ, EENT Hosp, Shanghai 200031, Peoples R China

[2] Fudan Univ, Dept Chem, Shanghai 200433, Peoples R China

来源：

SYNTHESIS-STUTTGART | 2011年 / 14期

基金：

中国国家自然科学基金;

关键词：

2-alkynylbenzaldehydes; dimethyl cyclopropane-1,1-dicarboxylate; nickel perchlorate hexahydrate; silver(I) triflate; sulfonohydrazide; DONOR-ACCEPTOR CYCLOPROPANES; HIGHLY DIASTEREOSELECTIVE SYNTHESIS; DIVERSITY-ORIENTED SYNTHESIS; REISSERT-TYPE REACTION; ORGANIC-SYNTHESIS; ACTIVATED CYCLOPROPANES; CYCLOADDITION REACTIONS; DIPOLAR CYCLOADDITION; DERIVATIVES; NITRONES;

D O I：

10.1055/s-0030-1260063

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A three-component reaction of 2-alkynylbenzaldehydes, a sulfonohydrazide and dimethyl cyclopropane-1,1-dicarboxylate, co-catalyzed by silver(I) triflate and nickel(II) perchlorate hexahydrate, is described, which affords 2,3,4,11b-tetrahydro-1H-pyridazino[6,1-a]isoquinolines in moderate to good yields. A possible reaction pathway that proceeds via a tandem 6-endo-cyclization and [3+3] cycloaddition sequence is proposed.

引用

页码：2268 / 2274

页数：7

共 26 条

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