L. Myznikov, T. Artamonova, V. K. Bel’skii
Sep 1, 2002
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0
Influential Citations
15
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Journal
Russian Journal of Organic Chemistry
Abstract
Tritylation of tetrazole and its 5-substituted derivatives with triphenylmethyl chloride under conditions of phase-transfer catalysis regioselectively yields the corresponding 5-substituted 2-trityltetrazoles which can be used to protect NÄH bonds in nitrogen-containing heterocycles and OÄH bonds in primary alcohols. Thermolysis of 2-trityltetrazoles in benzonitrile leads to 3,6-disubstituted 1,2,4,5-tetrazines. Thermal transformation of the same compounds in dodecane follows a radically different mechanism, resulting in formation of difficultly accessible 8,8-diphenylheptafulvenes. The structure of the latter was proved by X-ray analysis.