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

页码：100 / 101

页数：2

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