Studies on β-lactams. Part 46. Synthesis of nine-membered heterocycles viaβ-lactams
Abstract
Benzothiazepinones and benzoxazepinones were converted into thioamides and then into cyclic thioimidates, which were annelated to give β-lactams by treatment with an acid chloride and a weak base. Reactions of these homologues of cepham and penam with periodate led to rearrangement to 1,4-thiazonine and 1,4-oxazonine derivatives.