Further Studies on the Pyrolytic Domino Cyclization of Stabilized Phosphonium Ylides Bearing an Ortho-Aminophenyl Group

Molecules

R.Alan Aitken¹  Lorna Murray¹  AlexandraM. Z. Slawin¹ 

[1] EaStCHEM School of Chemistry, University of St Andrews, North Haugh, St Andrews, Fife KY16 9ST, UK;

关键词: phosphonium ylide;    pyrolysis;    quinoline;    phenanthridine;    benzocarbazole;    X-ray structure;   

DOI  :  10.3390/molecules23092153

来源: DOAJ

【 摘 要 】

Four new, stabilized phosphonium ylides containing a 2-(benzyl(methyl)amino)phenyl group have been prepared and characterized and are found, upon pyrolysis under gas-phase flow conditions, to lose Ph3PO and benzyl radicals to afford new heterocyclic products resulting from domino cyclization of both C- and N-centered radicals. Most products arise from processes of the former type and have quinoline, phenanthridine, or ring-fused phenanthridine structures, while in one case, a process of the latter type leads to a benzocarbazole product. The X-ray structure of a 2-(methyl(tosyl)amino)phenyl ylide is also reported.

【 授权许可】

Unknown