1 -Benzothiepins, 2,3,4,5-tetrahydro

In contrast to the resistance of cycloheptatriene systems (e.g., tropolone) towards hydrogenation, 3-benzothiepin 3,3-dioxide is readily hydrogenated at atmospheric pressure in the presence of Raney nickel to give l,2,4,5-tetrahydro-3-benzothiepin 3,3-dioxide in 78% yield.82... 

A series of novel benzothiepines (3R,3R -2,3,4,5-tetrahydro-5-aryl-l-benzothiepin-4-ol 1,1-dioxides) were synthesized by cyclization of arylsulfone aldehydes with KOBu. They are tested for their ability as apical sodium dependent bile acid transporter inhibitors <2005JMC5837, 2005JMC5853>. This class of benzothiepine is one of the most potent classes of inhibitors discovered to date. 

H-2-Benzo[c]thiepin-5-one, 4,5,6,7-tetrahydro-synthesis, 4, 823, 7, 585 [l]Benzothiepino[3,4-d]selenazoles synthesis, 6, 345 Benzothiepins... 

When 5-methylene-2,3,4,5-tetrahydro-1 -benzothiepine (111) was subjected to ring expansion reaction conditions (treatment with silver nitrate in the presence of iodine in methanol), intramolecular attack by sulfur at the initially formed halomethyl group led to the bicyclo[3.2. Ijoctane intermediate (112), which yielded the benzothiophene derivative (113) without formation of any ring expansion products (Scheme 15) <89TL4279>. 

Insertion reactions of diazomethane with 1-chlorothioisochroman lead to 2-chloro-l,2,4,5-tetrahydro-3-benzothiepin and 1-chloromethyIthioiso-chroman. Other thioisochroman derivatives have been prepared by condensation reactions with the carbanion derived from 1-cyanothioiso-chroman. " A 1,4-disubstituted thioisochroman is postulated as the unstable intermediate involved in the conversion of o-divinylbenzene (67) into the benzo[c]thiophen derivative (68)." ... 

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