Benzo benzazocines

Dimethyl-3-(3-methyl-but-2-enyl)-1,2,3,4,5,6-hexahydro-2,6-methano-benzo[c/]azocin-8-ol, (2a,6a,11R )-1,2,3,4,5,6-hexahydro-6,11 -dimethyl-3-(3-mmethyl-2-butenyl)-2,6-methano-3-benzazocin-8-ol, C19H27NO, Mr 285.42, mp 145-148 °C hydrochloride [2276-52-0], C19H27NO. ... 

The benzo-fused azodne derivatives are diverse, hence grouping them together and presenting strategic synthetic routes becomes rather intricate. Benzazocine derivatives are mostly formed as unexpected cyclized products, as intermediates, or as one of the other products in a reaction. But a desirable benzazocine can be easily separated from other products by flash chromatography. 

Stereodynamic properties of medium-ring benzo-fiised nitrogenous heterocycles Benzodiazepines, benzazepines, benzazocines, and benzazo-nines 13T10783. 

The Beckmann rearrangement of 2-methoxy-5/f-benzo[a]cyclo-hepten-5-one oxime mesylate (51) in the presence of ArMgBr in dry toluene afforded 8-methoxy-2-phenyl-l-benzazocine (52). ... 

X ]-antara,antara-Copc rearrangement Dimethyl acetylenedicarboxylate has been used in [2 + 2]cycloadditions with enamines to give cyclobutenes, which in turn have been used as intermediates in preparations of dihydrothiepins and benzo[h]oxepins. Stable bicyclic 1,2-dimethoxycarbonylcyclobutenes have also been obtained from dimethyl acetylenedicarboxylate with 1-alkyl-1,4-dihydropyridines and 1-alkyl-1,4-dihydroquinolines. The former products showed no tendency to isomerize whereas benzazocine derivatives could be obtained from the latter compounds simply by refluxing them in benzene. 

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