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Syntheses of 6 6a 7 8 9 10 10a 11 octa hydro 11 oxo di benz b e oxepins and 6 6a 7 8 9 10 10a 11 octa hydro 11 oxo di benzo b e thiepins



Syntheses of 6 6a 7 8 9 10 10a 11 octa hydro 11 oxo di benz b e oxepins and 6 6a 7 8 9 10 10a 11 octa hydro 11 oxo di benzo b e thiepins



Chemical & Pharmaceutical Bulletin (Tokyo) 31(12): 4312-4318



Two new partially saturated tricyclic ring systems, 6,6a7,8,9,10,10a,11-octahydro-11-oxodibenz[b,e]oxepins (3a and 3b),and -thiepins (4a and 4b) were synthesized. Compounds 4a and 4b were desulfurized to give a pair of isomeric 2-methylbenzoycyclohexanes (10a and 10b). Deuterated 4a and 4b (11a and 11b) were prepared starting from butadiene-d6 (12). The stereochemical features of 3a (trans), 3b (cis), 4a (trans) and 4b (cis) are compared with those of 10a, 10b, 11a and 11b on the basis of proton NMR data. [Compounds which have 6,11-dihydro-11-oxodibenz[b,e]oxepin (1) or -thiepin (2) ring systems have been actively investigated, because of their interesting biological activities, such as psychotropic or anti-inflammatory activities.].

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