New Efficient Route to Dissymmetric 2,4-Di(het)aryl-pyrido[3,2-d]pyrimidines via Regioselective Cross-Coupling Reactions

详细信息    查看全文

• 作者：Abdellatif Tikad ; Sylvain Routier ; Mohamed Akssira ; Jean-Michel Leger ; Christian Jarry ; G&eacute ; rald Guillaumet
• 刊名：Organic Letters
• 出版年：2007
• 出版时间：November 8, 2007
• 年：2007
• 卷：9
• 期：23
• 页码：4673 - 4676
• 全文大小：122K
• 年卷期：v.9,no.23(November 8, 2007)
• ISSN：1523-7052

文摘

BLE>D=ol7014434n00002>The first access to dissymmetric 2,4-di(het)aryl-pyrido[3,2-d]pyrimidines III is reported. Two mild alternative routes led to the rarely targetedcompounds from 2,4-dichloro- and 2-chloro-4-isopropylsulfanyl-pyrido[3,2-d]pyrimidine by two successive palladium-catalyzed reactions involvingan original regioselective chlorine discrimination. Alternatively, type III compounds were elaborated from 2 by C-2 chlorine further displacementof the C-4 isopropylsulfanyl group, which acted as a temporary C-4 protecting group. These results open the way to innovative synthesisstrategies of various bis-functionalized pyrimidine series.