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

路易斯酸催化的供体-受体环丁烷与亚氨基吲哚的[4 + 2]环加成反应:合成螺[哌啶-3,2'-吲哚酮]

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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.

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