[3+3]-Cycloaddition of Donor-Acceptor Cyclopropanes with Nitrile Imines Generated in Situ: Access to Tetrahydropyridazines

被引：143

作者：

Garve, Lennart K. B. ^{[1
]}

Petzold, Martin ^{[1
]}

Jones, Peter G. ^{[1
,2
]}

Werz, Daniel B. ^{[1
]}

机构：

[1] Tech Univ Carolo Wilhelmina Braunschweig, Inst Organ Chem, Hagenring 30, D-38106 Braunschweig, Germany

[2] Tech Univ Carolo Wilhelmina Braunschweig, Inst Anorgan & Analyt Chem, Hagenring 30, D-38106 Braunschweig, Germany

来源：

ORGANIC LETTERS | 2016年 / 18卷 / 03期

关键词：

HIGHLY DIASTEREOSELECTIVE SYNTHESIS; PROGESTERONE-RECEPTOR LIGANDS; AROMATIC AZOMETHINE IMINES; 3+2 CYCLOADDITION; SUBSTITUTED CYCLOPROPANES; ASYMMETRIC-SYNTHESIS; EFFICIENT SYNTHESIS; RING; DERIVATIVES; KETONES;

D O I：

10.1021/acs.orglett.5b03598

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Donor-acceptor cyclopropanes are reacted under the influence of a Lewis acid with hydrazonyl chlorides to afford tetrahydropyridazines. Formally, this transformation can be regarded as a [3 + 3]-cycloaddition of three-membered rings and nitrile imines generated in situ. This efficient method provides fast access to a variety of structurally diverse pyridazine derivatives. The structure of a typical product was confirmed by X-ray crystallography.

引用

页码：564 / 567

页数：4

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