Synthesis of azepino[3,4b]indoles via the Plancher rearrangement

Autor: James R. Phillips, Shane A. Eisenbeis, Yatsandra Oyola-Cintron, Rescek Diane Marie
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