4.4 Article

Desulfonylation of Indoles and 7-Azaindoles Using Sodium tert-Butoxide

Journal

SYNLETT
Volume -, Issue 10, Pages 1481-1484

Publisher

GEORG THIEME VERLAG KG
DOI: 10.1055/s-0029-1219918

Keywords

N-desulfonylation; indole; 1H-pyrrolo[2,3-b]pyridine; sodium tert-butoxide; sealed tube

Funding

  1. Conseil Regional de la Region Centre
  2. Ministry of Science and Technology of Spain [CTQ2007-60614/BQU]
  3. AGAUR

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A mild method for the desulfonylation of N-indoles and N-azaindoles is described. Deprotection is carried out under basic conditions, using sodium tert-butoxide in dioxane. Several functionalized indoles and 7-azaindoles were efficiently deprotected by this method, which is mild enough to be used to deprotect compounds including functions that are known to be sensitive to acidic or basic conditions.

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