Synthesis of azepino[3,4b]indoles via the Plancher rearrangement
Autor: | James R. Phillips, Shane A. Eisenbeis, Yatsandra Oyola-Cintron, Rescek Diane Marie |
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Rok vydání: | 2010 |
Předmět: | |
Zdroj: | Tetrahedron Letters. 51:4303-4305 |
ISSN: | 0040-4039 |
DOI: | 10.1016/j.tetlet.2010.06.029 |
Popis: | The reaction of benzyl 3-formylpiperidine-1-carboxylate and aryl hydrazines under standard Fisher Indole conditions followed by reductive work-up affords azepino[3,4b]indoles in moderate to good yields. The products are proposed to be derived via a Plancher rearrangement [(a) Plancher, G. Gazz. Chim. Ital. 1898, 28, II, 374; (b) Plancher, G. Atti. Accad. Lincei 1900, 9, 5, 115; (c) Boyd-Barrett, H. S. J. Chem. Soc. 1932, 321]. |
Databáze: | OpenAIRE |
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