Condensation of propargylic alcohols with N-methylcarbazole and carbazole in [bmim]PF6 ionic liquid; Synthesis of novel dipropargylic carbazoles using TfOH or Bi(NO3)3·5H2O as catalyst
A series of doubly-propargylated N-methylcarbazole and carbazole derivatives were synthesized in good to excellent isolated yields in (bmim)PF6 using triflic acid (10 mol %). The use of bismuth nitrate (20 mol %) instead of triflic acid allowed stepwise propargylation employing two different propargylic alcohols, to prepare mixed bis-propargylated carbazoles. Simple product isolation, mild reaction conditions, and repeated recycling and reuse of (bmim)PF6 are added advantages of this IL-mediated synthetic method. © 2012 Elsevier Ltd. All rights reserved.
Digital Object Identifier (DOI)
Kumar, & Laali, K. K. (2013). Condensation of propargylic alcohols with N-methylcarbazole and carbazole in [bmim]PF6 ionic liquid; synthesis of novel dipropargylic carbazoles using TfOH or Bi(NO3)3·5H2O as catalyst. Tetrahedron Letters, 54(8), 965–969. https://doi.org/10.1016/j.tetlet.2012.12.023