Microwave-Assisted Fluorous Synthesis of 2-Aryl-Substituted 4-Thiazolidinone and 4-Thiazinanone Libraries

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• 作者：Hongyu Zhou ; Aifeng Liu ; Xiaofeng Li ; Xifeng Ma ; Wei Feng ; Wei Zhang ; Bing Yan
• 刊名：Journal of Combinatorial Chemistry
• 出版年：2008
• 出版时间：March 2008
• 年：2008
• 卷：10
• 期：2
• 页码：303 - 312
• 全文大小：149K
• 年卷期：v.10,no.2(March 2008)
• ISSN：1520-4774

文摘

A straightforward two-step protocol for the synthesis of 2-aryl-substituted 4-thiazolidinone and 4-thiazinanone libraries has been developed. The one-pot, three-component reactions of fluorous benzaldehydes with amines and mercaptoacetic acid or mecaptopropanoic acid produce the heterocyclic systems. Intermediates purified by fluorous solid-phase extraction are subject to microwave-assisted palladium-catalyzed coupling reactions to simultaneously cleave the fluorous tag and introduce the biaryl and thioaryl functional groups to the 2-position of 4-thiazolidinones and 4-thiazinanones.