AN EFFICIENT GENERAL-ROUTE TO FURO-[D][2]BENZAZEPINES, PYRIDO-[D][2]BENZAZEPINES AND THIENO-[D][2]BENZAZEPINES VIA PD-0 CATALYZED CROSS-COUPLING REACTIONS AND NITRILE YLIDE CYCLIZATIONS
H. Finch et al., AN EFFICIENT GENERAL-ROUTE TO FURO-[D][2]BENZAZEPINES, PYRIDO-[D][2]BENZAZEPINES AND THIENO-[D][2]BENZAZEPINES VIA PD-0 CATALYZED CROSS-COUPLING REACTIONS AND NITRILE YLIDE CYCLIZATIONS, Journal of the Chemical Society. Perkin transactions. I, (9), 1994, pp. 1193-1203
The cyclisation of diene-conjugated nitrile ylides of the general type
1, in which the conjugated system consists of a benzene ring and a fi
ve- or a six-membered heterocyclic ring, provides an effective route t
o fully unsaturated heterocyclo[d][2]benzazepines. The combination of
this cyclisation with a direct route to the nitrile ylide precursors v
ia Pd-0 catalysed cross-coupling gives an efficient general synthetic
route to these systems from readily available starting materials.