121433-64-5Relevant articles and documents
Preparation of Thienooxazepine, Thieno- and Benzothieno-oxazonine, and 5H-Thieno- and 1H-Benzothieno-oxazecine Derivatives by Ring Expansion Methods. X-Ray Crystal Structure of 1-Phenyl-1,3,4,5,6,7-hexahydrobenzothieno-oxazonine-5-
Bremner, John B.,Browne, Elaine J.,Engelhardt, Lutz M.,Greenwood, Catherine S.,White, Allan H.
, p. 1815 - 1826 (2007/10/02)
10-Phenyl-4,5,6,7,8,10-hexahydrothienooxazonine-6-carbonitrile (6a) and 11-phenyl-4,6,7,8,9,11-hexahydro-5H-thienooxazecine-6-carbonitrile (7a) were prepared in moderate yields by cyanogen bromide-induced ring expansion of tetrahydrothienopyridinylalkanol precursors (4a) and (5a), respectively. 1-Phenyl-1,3,4,5,6,7-hexahydrobenzothienooxazonine-5-carbonitrile (6b) and 1-phenyl-3,4,5,6,7,8-hexahydro-1H-benzothienooxazecine-6-carbonitrile (7b) were similarly prepared from the benzothienopyridinylalkanol precursors (4b) and (5b).The medium-ring cyanamides (6b) and (7b) were converted by standard methods into their N-methyl analogues (8b) and (9b). 6-Methyl-8-phenyl-4,5,6,8-tetrahydrothienooxazepine (13) was prepared by thermal Meisenheimer rearrangement of the corresponding tertiary amine N-oxide (12).The compounds (6a, b), (7a, b) and (13) are each the first reported examples of new heterocyclic systems.The crystal and molecular structure of (6b) has been determined by X-ray crystallographic methods.
