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首页> 外文期刊>Chemistry of heterocyclic compounds >THERMAL OPENING OF THE DIAZIRIDINE FRAGMENT IN 1-METHYL- AND 1,3,3-TRIMETHYL-1,3,4,8b-TETRAHYDRO-1,2DIAZIRINO3,1-aISOQUINOLINES IN THE PRESENCE OF N-ARYLMALEIMIDES
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THERMAL OPENING OF THE DIAZIRIDINE FRAGMENT IN 1-METHYL- AND 1,3,3-TRIMETHYL-1,3,4,8b-TETRAHYDRO-1,2DIAZIRINO3,1-aISOQUINOLINES IN THE PRESENCE OF N-ARYLMALEIMIDES

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摘要

The thermal opening of the diaziridine ring in 1-methyl- and 1,3,3-trimethyl-1,3,4,8b-tetra-hydro1,2diazirino3,1-aisoquinolines in the presence of N-arylmaleimides leads to the predominant or exclusive formation of the trans isomers of the products of 1,3-dipolar cycloaddition. In the absence of dipolarophile, the conversion of the starting diaziridines is incomplete over the same time period, while the thermolysis products are N-3,4-dihydro-2(1H)-isoquinolyl-and N-3,3-dimethyl-3,4-di-hydro-2(1H)-isoquinolyl-N-methyleneamines formed as the result of isomerization of intermediate labile azomethineimines.

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