"Triflic Acid Controlled Successive Annelation of Aromatic Sulfonamides: An Efficient One-pot Synthesis of N-Sulfonyl Pyrroles, Indoles and Carbazoles" by Abid Shaikh

Article

Triflic Acid Controlled Successive Annelation of Aromatic Sulfonamides: An Efficient One-pot Synthesis of N-Sulfonyl Pyrroles, Indoles and Carbazoles

Tetrahedron Letters (2007)

Abid Shaikh, Georgia Southern University
Liliana Teixeira, University of Massachusetts
Béla Török

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Abstract

A novel one-pot synthesis of N-substituted heterocycles via successive cyclization/annelation starting from primary sulfonamides is described. This process directly leads to N-sulfonyl pyrroles, indoles and carbazoles. The selection of an appropriate reactant/triflic acid ratio successfully controls the formation of the desired product.

Keywords

Triflic acid,
Annelation,
Sulfonamides,
N-Heterocycles

Disciplines

Chemistry

Publication Date

2007

Publisher Statement

This is an Accepted Author Manuscript obtained from PMC. The publisher's final edited version of this article is available at Tetrahedron Letters.

Citation Information

Abid Shaikh, Liliana Teixeira, and Béla Török. "Triflic Acid Controlled Successive Annelation of Aromatic Sulfonamides: An Efficient One-pot Synthesis of N-Sulfonyl Pyrroles, Indoles and Carbazoles" Tetrahedron Letters 48.23 (2007): 4047-4050.
doi:10.1016/j.tetlet.2007.04.021
source:http://www.ncbi.nlm.nih.gov/pmc/articles/PMC2714272/
Available at: http://works.bepress.com/abid_shaikh/12