75495-02-2Relevant academic research and scientific papers
Nitrogen-bridged heterocycles via cycloaddition of non-classical heterocyclic-fused-[c]thiazoles
Soares, Maria I.L.,Gomes, Clara S.B.,Pinho E Melo, Teresa M.V.D.
experimental part, p. 8392 - 8403 (2011/11/12)
The [4π+2π] cycloaddition of non-classical heterocyclic-fused-[c] thiazoles was explored allowing the synthesis of a range of new nitrogen-bridged bi-, tri- and tetracyclic heterocyclic compounds namely, pyrazolo[1,5-a] pyridines, thiazolo[2,3,4-cd]pyrrol
Cycloadditions to pyrrolo[1,2-c]thiazoles and pyrazolo[1,5-c]thiazoles
Sutcliffe, Oliver B.,Storr, Richard C.,Gilchrist, Thomas L.,Rafferty, Paul
, p. 10011 - 10021 (2007/10/03)
The pyrrolo[1,2-c]thiazole generated by dehydration of dimethyl 5-methyl-1H,3H-pyrrolo[1,2-c]thiazole-6,7-dicarboxylate 2-oxide acts as a thiocarbonyl ylide in its cycloaddition to electron deficient alkenes but as an azomethine ylide with electron deficient alkynes. The analogous pyrazolo[ 1,5-c]thiazole, generated similarly, acts as a thiocarbonyl ylide with both types of dipolarophile. This behaviour is partially explained by Frontier MO theory. (C) 2000 Elsevier Science Ltd.
