Synthesis of 3,3-dimethyl-2-phenyl-3H-pyrrole from isopropyl phenyl ketoxime and acetylene: a side formation of 4,4-dimethyl-5-phenyl-1-vinyl-2-pyrrolidinone as clue to the reaction mechanism

被引：11
|
作者：
Shabalin, Dmitrii A. [1 ]
Glotova, Tatyana E. [1 ]
Schmidt, Elena Yu [1 ]
Ushakov, Igor A. [1 ]
Mikhaleva, Al'bina I. [1 ]
Trofimov, Boris A. [1 ]
机构：
[1] Russian Acad Sci, Siberian Branch, AE Favorsky Irkutsk Inst Chem, Irkutsk 664033, Russia
来源：
MENDELEEV COMMUNICATIONS | 2014年 / 24卷 / 02期
关键词：
3-DIAZOPYRROLES; 3H-PYRROLES; ESTERS; ALPHA;
D O I：
10.1016/j.mencom.2014.03.012
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Isopropyl phenyl ketoxime reacts with acetylene in the KOH/DMSO suspension (atmospheric pressure, 90 degrees C, 4 h) to afford 3,3-dimethyl-2-phenyl-3H-pyrrole (30%) and 4.4-dimethyl-5-phenyl-1-vinyl-2-pyrrolidinone (5%) that is likely originated from 4,4-dimethyl-5-phenyl-3,4-dihydro-2H-pyrrol-2-ol as the key reaction intermediate.
引用
收藏
页码：100 / 101
页数：2
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