Title of article
Cycloadditions to Pyrrolo[1,2-c]thiazoles and Pyrazolo[1,5-c]thiazoles
Author/Authors
Oliver B. Sutcliffe، نويسنده , , Richard C. Storr، نويسنده , , Thomas L. Gilchrist، نويسنده , , Paul Rafferty، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2000
Pages
11
From page
10011
To page
10021
Abstract
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.
Keywords
Dipolar cycloaddition , thiocarbonyl ylide , azomethine ylide , 2-c]thiazole , 5-c]thiazole , frontier MO theory
Journal title
Tetrahedron
Serial Year
2000
Journal title
Tetrahedron
Record number
1081528
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