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Letter

Extending Pummerer Reaction Chemistry. Application to the Oxidative Cyclization of Indole Derivatives

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Ken S. Feldman* and Daniela Boneva Vidulova

Department of Chemistry, The Pennsylvania State University, University Park, Pennsylvania 16802

Org. Lett., 2004, 6 (11), pp 1869–1871

DOI: 10.1021/ol0493406

Publication Date (Web): April 23, 2004

In papers with more than one author, the asterisk indicates the name of the author to whom inquiries about the paper should be addressed.

, ksf@chem.psu.edu

Abstract

Treatment of 2-(phenylsulfinyl)indoles bearing a pendant nucleophile at C(3) with Tf₂O/lutidine triggers a Pummerer-like cyclization to furnish 3,3-spirocyclic-2-(phenylthio)indolenine products, which can, in turn, be hydrolyzed to 3,3-spirocyclic oxindoles.

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Published In Issue May 27, 2004
Received April 11, 2004

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Letter

Extending Pummerer Reaction Chemistry. Application to the Oxidative Cyclization of Indole Derivatives

Abstract

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SciFinder Links

History

Recommend & Share

Related Content

Extending Pummerer Reaction Chemistry. Development of a Strategy for the Regio- and Stereoselective Oxidative Cyclization of 3-(ω-Nucleophile)-Tethered Indoles

Extending Pummerer Reaction Chemistry. Asymmetric Synthesis of Spirocyclic Oxindoles via Chiral Indole-2-sulfoxides

Total Synthesis of (±)-Psychotrimine

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