Interceptive [4+1] Annulation of in Situ Generated 1,2-Diaza-1,3-dienes with Diazo Esters: Direct Access to Substituted Mono-, Bi-, and Tricyclic 4,5-Dihydropyrazoles

被引:78
作者
Attanasi, Orazio A. [1 ]
De Crescentini, Lucia [1 ]
Favi, Gianfranco [1 ]
Mantellini, Fabio [1 ]
Mantenuto, Serena [1 ]
Nicolini, Simona [1 ]
机构
[1] Univ Urbino Carlo Bo, Dept Biomol Sci, Sect Organ Chem & Organ Nat Cpds, I-61029 Urbino, Italy
关键词
CHLORIDE-CATALYZED REACTION; ELECTRON-RICH CARBENES; DIELS-ALDER REACTIONS; SULFUR YLIDES; CARBON-MONOXIDE; ENANTIOSELECTIVE SYNTHESIS; STRAIGHTFORWARD FORMATION; NECROPTOSIS INHIBITORS; EFFICIENT SYNTHESIS; ORGANIC-SYNTHESIS;
D O I
10.1021/jo5016097
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
In situ derived acylic and cyclic 1,2-diaza-1,3dienes (DDs) were engaged in interceptive [4 + 1] annulation strategy with diazo esters (DEs). The catalytic activity of inexpensive copper(1) chloride allows the direct synthesis of mono-, hi-, and tricyclic 4,5-dihydropyrazole-5-carboxylic acid derivatives in a process that circumvents the use of an anhydrous and inert atmosphere.
引用
收藏
页码:8331 / 8338
页数:8
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