Tetrahedron

Smiles rearrangement for the synthesis of 5-amino-substituted [1] benzothieno [2, 3-b] pyridine

C Bonini, M Funicello, R Scialpi, P Spagnolo

文献索引：Bonini, Carlo; Funicello, Maria; Scialpi, Rosanna; Spagnolo, Piero Tetrahedron, 2003 , vol. 59, # 38 p. 7515 - 7520

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被引用次数: 28

摘要

The Smiles rearrangement was successfully applied to 4-hydroxybenzo [b] thiophene furnishing a facile entry to the 4-amino derivative. The rearrangement was extended to 5- methoxy-4-methoxycarbonyl [1] benzothieno [2, 3-b] pyridine obtained via aza-Wittig/ electrocyclization reaction of novel N-(4-methoxybenzothiophen-2-yl) iminomethyldiphenylphosphorane with methyl trans-4-oxo-2-pentenoate. The preparation ...