Acroyl chlorides

Reaction of 2-cyano-3-(4-methoxyphenyl)acroyl chloride and 2-amino-pyridine in boiling benzene in the presence of NEt3 for 5 h gave a 2 1 mixture of 3-cyano-4-(4-methoxyphenyl)-3,4-dihydro-2//-pyrido[l, 2-n]pyr-imidin-2-one and 2- [2-cyano-3-(4-methoxyphenyl)acroyl]amino pyridine (01SUL151). 

The asymmetric synthesis of (4R,93, 9aR)-4-phenyl-l-trimethylsilyloxy-9-vinylperhydropyrido[2,T ][l,4]oxazine with a high level of stereoselectivity in the cyclization of (3R,5R)-5-phenyl-3-phenylsulfanyl-4-(6-trimethylsilanyl-hex-4-enyl)-2-trimethylsilyloxy-morpholine was rationalized via AMI calculations <1998T10309>. AMI calculations suggested that the formation of l,6-dioxo-l,3,4,6,7,8-hexahydropyrido[2,Tf][l,4]oxazine-9-carboxylates 230 from acroyl chlorides 228 and 1,4-oxazinone 229 is favored over the hetero-Diels-Alder condensation (Equation 45) <1996JOC5736>. 

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