One-Pot and Regioselective Gold-Catalyzed Synthesis of 2-Imidazolyl-1-pyrazolylbenzenes from 1-Propargyl-1H-benzotriazoles, Alkynes and Nitriles through -Imino Gold(I) Carbene Complexes

被引：30
作者：
Gonzalez, Jairo [1 ,2 ]
Santamaria, Javier [1 ,2 ]
Suarez-Sobrino, Angel L. [1 ,2 ]
Ballesteros, Alfredo [1 ,2 ]
机构：
[1] Univ Oviedo, Inst Univ Quim Organometal Enrique Moles, C Julian Claveria 8, E-33006 Oviedo, Spain
[2] Univ Oviedo, Dept Quim Organ & Inorgan, C Julian Claveria 8, E-33006 Oviedo, Spain
来源：
ADVANCED SYNTHESIS & CATALYSIS | 2016年 / 358卷 / 09期
关键词：
alkynes; gold catalysis; imidazoles; iminocarbenes; pyrazoles; INTERMOLECULAR NITRENE TRANSFER; NUCLEOPHILIC NITRENOIDS; EFFICIENT; BOND; CYCLOADDITIONS; 2H-AZIRINES; OXAZOLES; YNAMIDES; ACCESS; CONSTRUCTION;
D O I：
10.1002/adsc.201600022
中图分类号：
O69 [应用化学];
学科分类号：
081704 ;
摘要：
A three-component gold(I)-catalyzed synthesis of 2-imidazoyl-1-pyrazolylbenzenes from 1-propargyl-1H-benzotriazoles is described here. Initially the benzotriazole derivative suffers an intramolecular 5-endo-dig cyclization to form a triazapentalene. This dipolar compound is able to perform an intermolecular and regioselective attack to a gold-activated alkyne. After triazole breakage, the pyrazole ring and an -imino gold carbene complex are formed. Finally, the iminocarbene is captured by a nitrile to form an imidazole ring.
引用
收藏
页码：1398 / 1403
页数：6
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