Successive Regioselective Metalations of Fused Heterocycles: Synthesis of Polyfunctionalized Furo[3,2-b]pyridines

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• 作者：Adeline Jasselin-Hinschberger ; Corinne Comoy ; Anthony Chartoire ; Yves Fort
• 刊名：The Journal of Organic Chemistry
• 出版年：2013
• 出版时间：June 7, 2013
• 年：2013
• 卷：78
• 期：11
• 页码：5618-5626
• 全文大小：417K
• 年卷期：v.78,no.11(June 7, 2013)
• ISSN：1520-6904

文摘

The furopyridine framework was chosen as a target for a lithiation study, in order to define the most effective conditions leading to the total functionalization of the heterocycle. Consequently, a detailed procedure for successive regioselective lithiations/electrophilic trapping of furo[3,2-b]pyridines is described and afforded several polyfunctionalized derivatives in good overall yields. A Pd-catalyzed cross-coupling reaction is also described and easily yielded the 7,7鈥?bifuro[3,2-b]pyridine.