N-azirin-3-yl and N-indol-3-yl azaxylylenes

Autor: Richard C. Storr, K.R. Randles, Colin W. G. Fishwick, P.W. Manley
Rok vydání: 1985
Předmět:
Zdroj: Tetrahedron Letters. 26:3053-3056
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(00)98616-7
Popis: Flash-vacuum pyrolysis of N-(2,3-diphenylazirin-3-yl)dihydrobenzoxainones leads to transient N-azirinyl- and N-indolylazaxylylenes which give 2-arylindoles (5) and dihydroindoloquinolines (8) respectively. 5H-1,4-Benzodiazepines are implicated as the precursors to the indoles via the methylene nitrile ylides (9) and an alternative route to the latter by flash pyrolysis of N-(2-methylphenyl)benzimidoyl chlorides (10) provides a new, simple route to 2-arylindoles.
Databáze: OpenAIRE