Browsing by Author "Yeh, Wen-Pin"
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Item type:Item, Microwave-assisted traceless synthesis of hydantion-fused beta-carboline scaffold(2007-11-26) ;Yeh, Wen-Pin ;Chang, Wong-Jin ;Sun, Mei-Lian ;Sun, Chung-Ming應用化學系Multistep microwave-assisted reactions toward the synthesis of hydantoin-fused tricyclic tetrahydro-beta-carbolines on the soluble polymer support have been developed. Polymer-bound tryptophan with various aldehydes has been subjected to Pictet-Spengler reaction to obtain tricyclic beta-carboline conjugates. The terminal hydantoinyl moiety is constructed across polymer-bound beta-carbolines by the reaction with various isocyanates under microwave irradiation to form urea intermediate. Simultaneous intramolecular cyclization of urea followed by cleavage of the polymer support leads to a traceless synthesis of tetracyclic scaffolds in high yield and high purity. (c) 2007 Elsevier Ltd. All rights reserved.