THE STEREOCHEMISTRY OF ORGANOMETALLIC COMPOUNDS .61. THE PREPARATION OF QUINAZOLINES AND QUINAZOLINONES INVOLVING RHODIUM-CATALYZED HYDROFORMYLATION OF ALKENYL ANILINES

Rhodium-catalysed reactions of ortho-alkenylaminobenzylamines or benzamides with H-2/CO give quinazolines and quinazolinones containing a fused alicyclic ring in excellent yields. Reactions of N-allyl derivatives give a single regioisomer. Reactions of but-3-enyl analogues give readily separable mixtures of pyrrolo and pyrido derivatives. Their 3-methylbut-3-enyl analogues give the pyrido derivatives (12) and (13) in reactions which show unusual diastereoselectivity.