Intramolecular cyclization of 2-(o-carboran-1-yl) methylthio-3-cyanopyridines in basic conditions

被引：0
|
作者：
Semioshkin A.A.
Artemov V.A.
Ivanov V.L.
Ptashits G.M.
Petrovskii P.V.
Shestopalov A.M.
Bregadze V.I.
Litvinov V.P.
机构：
来源：
Chemistry of Heterocyclic Compounds | 1998年 / 34卷 / 6期
关键词：
Organic Chemistry; Pyridine; Pyrimidine; Side Reaction; Spectroscopic Method;
D O I：
10.1007/BF02252277
中图分类号：
学科分类号：
摘要：
Substituted 2-(o-carboran-1-yl)methylthio-3-cyanopyridines and -pyrimidines undergo Thorpe-Ziegler cyclization under the influence of KOH in DMF to give the corresponding thienopyridines and thienopyrimidines. The reaction is complicated by a side reaction in which the closo-carborane nucleus is converted to a nido-system. The yield of thienopyridines containing a closo-carborane unit is increased by introduction of an acceptor substituent in the pyridine ring. Destruction of the closo-carborane nucleus is not observed with the pyrimidine derivatives. The structures of the series of new carborane-containing thienopyridines and pyrimidines was confirmed by spectroscopic methods. ©1998 Plenum Publishing Corporation.
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页码：688 / 691
页数：3
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