4.8 Article

Traceless Synthesis of Hydantoin Fused Tetrahydro-β-carboline on Ionic Liquid Support in Green Media

Journal

ORGANIC LETTERS
Volume 11, Issue 21, Pages 4826-4829

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol901857h

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Funding

  1. National Science Council of Taiwan

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A novel ionic liquid (IL) supported, green synthetic protocol has been developed toward the synthesis of oxo and thio hydantoin analogues tethered with tetrahydro-beta-carboline by the use of focused microwave irradiation. IL-bound tryptophan underwent a Pictet-Spengler reaction with various carbonyl compounds to generate the IL-immobilized tetrahydro-beta-carbolines in aqueous isopropanol media. Subsequent reaction of substituted tetra hydro-beta-carboline derivatives with various isocyanates and isothiocyanate provided a three-dimensional combinatorial library in a traceless fashion.

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