β Scribed by O. Ceder; B. Beijer
No coin nor oath required. For personal study only.
AMrae&-2,6-Dimethylpyrrolo[2,I-b)]thiaxole, 8, undergoes electrophilic substitution with dimethyl acetylenedicarboxylate to form the cb-and trans-5-dicarbomethoxyvinyl derivatives of 8. With tetracyanoethylene as electrophile, 5-and 'I-tricyanovinyl derivatives of 8 are formed. Butyllithium metalates 8 in position 3, whereas 3-methyl-6-phenylpyrolo[2,I-b]thiazole, 18, is metalated in position 2. Reaction of the metalated compounds with dimethylformamide and carbon dioxide gives tbe corresponding formyl and carboxy derivatives. These reactions were carried out in attempts to synthesize the thiacycl[2.2.2]azine system 3.
π SIMILAR VOLUMES
## Abstract A modular synthesis of selectivelyβsubstituted pyrrolo[2,1β__b__]thiazoles (Ξ^6^ isomeric form) has been implemented, involving a distinctive bicyclization reaction of a mucobromic acid derivative followed by a SuzukiβMiyaura coupling. A novel process of Ξ^6^ to Ξ^7^ isomerization of th