Synthesis and pharmacological evaluation of some new dibenzo [b, f] [1, 4]thiazepines

Generation of Aryl Radicals from Aryl Halides: Rongalite-Promoted Transition-Metal-Free Arylation

“…Under a slightly optimized condition, the reaction between 2-iodoaniline and methyl 2-mercaptobenzoate provides compound 8 in 70% yield in one step (Figure S1). Then, the final product Quetiapine was synthesized from 8 through the reported approach . It is worth noting that the unprotected amino group was well tolerated in the reaction, so that C–S and C–N bonds can be formed in one step to construct the seven-membered ring.…”

Ni-Catalysed intramolecular reductive aminocarbonylation of 2-haloaryl-tethered nitroarenes for the synthesis of dibenzazepine-based heterocycles

“…2,3 Particularly, dibenzoazepinones, namely dibenzoxazepinones, 4 dibenzothiazepinones, 5 and dibenzodiazepinones, 6 not only constitute the core structures of psychotropic drugs and various biologically active molecules, 7 but also serve as versatile synthetic intermediates towards the dibenzo-oxazepine, -thiazepine, and -diazepine rings in organic synthesis (Scheme 1a). In the last few decades, a diverse set of transition metal-catalysed or metal-free annulation strategies have been devised to access these dibenzoazepinone-based compounds, including the aryl–heteroatom 8 and acyl–heteroatom 9 bond couplings, C–H functionalization, 10 and rearrangement reactions 11 as the pivotal cyclization steps to construct the core dibenzoazepinone structure.…”