Reactions of Unsaturated Azides; Part 27:1 Synthesis of 1,4-Diazidobuta-1,3-dienes

被引：6

作者：

Banert, Klaus ^{[1
]}

Koehler, Frank ^{[1
]}

Melzer, Antje ^{[1
]}

Scharf, Ingolf ^{[1
]}

Rheinwald, Gerd ^{[1
]}

Rueffer, Tobias ^{[1
]}

Lang, Heinrich ^{[1
]}

机构：

[1] Tech Univ Chemnitz, D-09111 Chemnitz, Germany

来源：

SYNTHESIS-STUTTGART | 2011年 / 10期

关键词：

allenes; alkynes; azides; cycloaddition; dienes; isomerisation; nucleophilic addition; nucleophilic substitution;

D O I：

10.1055/s-0030-1260000

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Three different methods to prepare 1,4-diazidobuta-1,3-dienes are presented: nucleophilic substitution of electron-poor dichlorinated substrates, nucleophilic addition of hydrazoic acid at an electron-deficient diallene, and a sequence of prototropic isomerizations of propargyl sulfones followed by nucleophilic additions. In all cases, isolation and assignment of the diastereomeric products was possible, and some sequential reactions, such as reduction or 1,3-dipolar cycloaddition of the azido groups, were performed.

引用

页码：1561 / 1568

页数：8

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