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Highly substituted 2-amido-furans from Rh(II)-catalyzed cyclopropenations of ynamides.

ABSTRACT: Rh(II)-catalyzed cyclopropenations of ynamides are described. Although an actual amido-cyclopropene intermediate may not be involved, these reactions provide a facile entry to highly substituted 2-amido-furans, thereby formerly constituting a [3 + 2] cycloaddition. An application of these de novo 2-amido-furans in N-tethered intramolecular [4 + 2] cycloadditions is also illustrated, leading to dihydroindoles and tetrahydroquinolines.

SUBMITTER: Li H

PROVIDER: S-EPMC2813717 | biostudies-literature | 2009 Oct

REPOSITORIES: biostudies-literature

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Highly substituted 2-amido-furans from Rh(II)-catalyzed cyclopropenations of ynamides.

Li Hongyan H Hsung Richard P RP

Organic letters 20091001 19

Rh(II)-catalyzed cyclopropenations of ynamides are described. Although an actual amido-cyclopropene intermediate may not be involved, these reactions provide a facile entry to highly substituted 2-amido-furans, thereby formerly constituting a [3 + 2] cycloaddition. An application of these de novo 2-amido-furans in N-tethered intramolecular [4 + 2] cycloadditions is also illustrated, leading to dihydroindoles and tetrahydroquinolines. ...[more]

PMID: 19739617

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