Lewis acid-catalyzed [4 + 2] cycloaddition of donor-acceptor cyclobutanes with iminooxindoles: access to spiro[piperidine-3,2'-oxindoles].

ABSTRACT: A new approach is described for the synthesis of spiro[piperidine-3,2'-oxindoles] in 35-82 yields with excellent stereoselectivity via the [4 + 2] cycloaddition reaction of donor-acceptor cyclobutanes with iminooxindoles in the presence of 10-30 mol% Sc(OTf)₃ at room temperature. This methodology provides great potential for building spiro-heterocycle compounds from simple building blocks.

SUBMITTER: Chen Z 

PROVIDER: S-EPMC9644269 | biostudies-literature | 2022 Nov

REPOSITORIES: biostudies-literature