Tetrahedron Letters

Synthesis of new thieno [3, 2-b] pyridine derivatives by palladium-catalyzed couplings and intramolecular cyclizations

RC Calhelha, MJRP Queiroz

Index: Calhelha, Ricardo C.; Queiroz, Maria-Joao R.P. Tetrahedron Letters, 2010 , vol. 51, # 2 p. 281 - 283

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Citation Number: 17

Abstract

Two methyl 3-aminothieno [3, 2-b] pyridine-2-carboxylates were prepared from 3-fluoro or 3- nitropicolinonitriles and methyl thioglycolate in DMF/KOH (aq). From the unsubstituted precursor in the pyridine ring, di (hetero) arylamines were obtained by C–N Buchwald– Hartwig coupling with bromonitrobenzenes and with 2-bromopyridine. In the latter case a tetracyclic compound was formed by intramolecular cyclization. Using a brominated ...