4.5 Article

Access to Pyrrole Derivatives in Water with the Assistance of Methylated Cyclodextrins

Journal

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2014, Issue 20, Pages 4356-4361

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201402327

Keywords

Organocatalysis; Phase-transfer catalysis; Cyclodextrins; Cyclization; Nitrogen heterocycles

Funding

  1. French government through PHC GILIBERT [28470XG]
  2. Lituanian government through PHC GILIBERT [28470XG]

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A new and efficient catalytic protocol with which to synthesize N-substituted pyrrole derivatives from amines and 1,4-diketones by Paal-Knorr condensation in aqueous medium has been developed by using partially methylated beta-cyclo-dextrins (RAME-beta-CD). The modified cyclodextrins were used as mass transfer agents without catalyst for reactive ketones and with nitrophenol as catalyst for more hindered ketones.

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