4.8 Article

Extending Pummerer reaction chemistry. Application to the oxidative cyclization of indole derivatives

Journal

ORGANIC LETTERS
Volume 6, Issue 11, Pages 1869-1871

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol0493406

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Funding

  1. NIGMS NIH HHS [GM 35727] Funding Source: Medline

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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-(phenyithio)indolenine products, which can, in turn, be hydrolyzed to 3,3-spirocyclic oxindoles.

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