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A novel solid state Michael addition reaction of N ‐heterocyclic compounds containing active C—H bond
Author(s) -
XiaoLu Li,
YongMei Wang,
Bing Tian,
JiBen Meng
Publication year - 1996
Publication title -
chinese journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.28
H-Index - 41
eISSN - 1614-7065
pISSN - 1001-604X
DOI - 10.1002/cjoc.19960140507
Subject(s) - chemistry , pyrazolone , michael reaction , adduct , indole test , solid state , aryl , medicinal chemistry , methane , organic chemistry , catalysis , alkyl
In this paper, a novel solid state Michael‐type addition reaction of N ‐heterocyclic compounds containing the active‐CH group was investigated. 3‐Methyl‐l‐phenyl‐5‐pyrazolone (MPP) and indole (In) reacted with 4‐arylmethylene‐3‐methyl‐l‐phenyl‐5‐pyrazolone (1) in the solid state at room temperature to give the corresponding adducts, aryl‐4,4′‐bis(5‐hydroxy‐3‐methyl‐l‐phenylpyrazolyl) methane (2a—n) and l‐aryl‐l‐(5′‐hydroxy‐3′‐methyl‐L'‐phenyl‐4′‐pyrazolyl)‐l‐(3′‐indolyl) methane (Sa—n), respectively. This is a feasible method for preparing the compound which contains two heterocyclic groups on the same carbon.