Thiepine and fused derivatives

Reagents (i) (BnEt3N)2MoS4, CH3CN, r.t. (ii) NaOMe, MeOH 

Benzothiepines 69 have been synthesised by a gold-catalysed rearrangement of homopropargyl arylsulfoxides 68 07JACS4160 . The dibenzothiepine 71 was synthesised by intramolecular Friedel-Crafts acylation of a diarylsulfide 70 which was formed by the copper mediated substitution of an appropriately substituted aryl derivative with thiophenol 

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There has been more activity with fused thiepines of various types. Ring-closing metathesis (RCM) of the sulfoxide 160 gave the fused thiepene oxide derivative 161 as a 1 2 mixture of the cis and trans isomers not unexpectedly, the thioether analogue of 160 did not cyclise under the RCM conditions due to chelation to the ruthenium centre in the catalyst [02SL1987],... 

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