Highly efficient friedel-crafts alkylation of indoles and pyrrole catalyzed by mesoporous 3D aluminosilicate catalyst with electron-deficient olefins

T. Siddulu Naidu, V. V. Balasubramanian, M. A. Chari, T. Mori, S. M.J. Zaidi, Salem S. Al-Deyab, B. V.Subba Reddy, A. Vinu

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9 Scopus citations

Abstract

The C3-selective Friedel-Crafts alkylation of indoles with electron-deficient olefins has been achieved using a mesoporous aluminosilicate catalyst with 3D cage-type porous structure to furnish the 3-alkylindole derivatives in excellent yields due to its high surface area, large pore volume and high acidity. Pyrrole also reacted efficiently under similar reaction conditions to give the corresponding 2-alkylated pyrrole derivatives in good yields.

Original languageEnglish (US)
Pages (from-to)2813-2817
Number of pages5
JournalSynlett
Issue number18
DOIs
StatePublished - Nov 1 2010

Keywords

  • C2-alkylation of pyrrole
  • C3-alkylation of indoles
  • conjugate addition
  • electron-deficient olefins
  • nanoporous aluminosilicate

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