An efficient diverse
synthesis of cis-fused indenopiperidines and
bridged benzomorphanones, starting from cyclopropane-fused benzomorphanothiones
and benzomorphanones, respectively, using NaBH4/NiCl2·6H2O/EtOH as a reducing system, is described.
High rigidity of substrates allowed axially controlled syntheses of
their trans-mono-alkylated derivatives, subsequently enabling access
to both trans-alkyl-functionalized benzobicyclic piperidin(on)es.
Diversity-oriented synthesis of naphthalene ring-containing fused
naphthoindenopiperidines and bridged naphthomorphanone directly from
2-pyridones was also performed.
Triisopropylsilyltrifluoromethanesulfonate can be effectively used for the arylation of a wide range of enelactams. The multinuclear NMR study provided deep insights into the reaction mechanism.
scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.