C鈥揌 Bonds as Ubiquitous Functionality: Preparation of Multiple Regioisomers of Arylated 1,2,4-Triazoles via C鈥揌 Arylation

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• 作者：Jung Min Joo ; Pengfei Guo ; Dalibor Sames
• 刊名：The Journal of Organic Chemistry
• 出版年：2013
• 出版时间：January 18, 2013
• 年：2013
• 卷：78
• 期：2
• 页码：738-743
• 全文大小：303K
• 年卷期：v.78,no.2(January 18, 2013)
• ISSN：1520-6904

文摘

We describe a general approach for the synthesis of complex aryl 1,2,4-triazoles. The electronic character of the C鈥揌 bonds and the triazole ring allows for the regioselective C鈥揌 arylation of 1-alkyl- and 4-alkyltriazoles under catalytic conditions. We have also developed the SEM and THP switch as well as trans-N-alkylation, which enable sequential arylation of the triazole ring to prepare 3,5-diaryltriazoles. This new strategy provides rapid access to a variety of arylated 1,2,4-triazoles and well complements existing cyclization methods.