O. Ceder, B. Beijer
1972
Citations
0
Influential Citations
12
Citations
Journal
Tetrahedron
Abstract
Abstract 2,6-Dimethylpyrrolo[2,1-b)]thiazole, 8 , undergoes electrophilic substitution with dimethyl acetylenedicarboxylate to form the cis - and trans -5-dicarbomethoxyvinyl derivatives of 8 . With tetracyanoethylene as electrophile, 5- and 7-tricyanovinyl derivatives of 8 are formed. Butyllithium metalates 8 in position 3, whereas 3-methyl-6-phenylpyrrolo(2,1-b]thiazole, 18 , is metalated in position 2. Reaction of the metalated compounds with dimethylformamide and carbon dioxide gives the corresponding formyl and carboxy derivatives. These reactions were carried out in attempts to synthesize the thiacycl[2.2.2]azine system 3 .