4.3 Article

Ionic Liquid as Catalyst and Reaction Medium: A Simple and Efficient Procedure for Paal-Knorr Furan Synthesis

Journal

SYNTHETIC COMMUNICATIONS
Volume 40, Issue 3, Pages 370-377

Publisher

TAYLOR & FRANCIS INC
DOI: 10.1080/00397910902978049

Keywords

Catalyst; furan derivatives; ionic liquid; Paal-Knorr reaction; reaction medium

Funding

  1. Scientific Research Foundation for the Returned Overseas Chinese Scholars of the State Education Ministry
  2. Natural Science Foundation Project of Chongqing
  3. Chongqing Science & Technology Commission (CQ CSTC) [2006BB5377]
  4. High-Tech Training Fund of Southwest University [XSGX0601]
  5. Doctoral Fund of Southwest University [SWNUB2005012]

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The ionic liquid 1-butyl-3-methyl-imidazolium hydrogen sulfate, [bmim]HSO4, efficiently catalyzes Paal-Knorr furan synthesis without any organic solvent. A wide range of aliphatic and aromatic 1,4-diketones easily undergo condensations to form furan derivatives, providing a general and convenient procedure. The Paal-Knorr reaction of ester-substituted 1,4-diketones is first reported. The ionic liquid can be recovered and reused for subsequent runs without any appreciable loss of efficiency.

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