Calcium-Mediated C–H and C–F Bond Cleavage: Synthesis of Indenes and Perfluorodibenzopentalenes from 1,4-Dilithio-1,3-butadienes

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• 作者：Baosheng Wei ; Heng Li ; Wen-Xiong Zhang ; Zhenfeng Xi
• 刊名：Organometallics
• 出版年：2016
• 出版时间：May 23, 2016
• 年：2016
• 卷：35
• 期：10
• 页码：1458-1463
• 全文大小：409K
• 年卷期：0
• ISSN：1520-6041

文摘

The development of Ca-mediated reactions is of great importance and is in great demand in both organometallic and organic chemistry. In this paper, we report that calcium iodide efficiently promotes the transformation of various 1,4-dilithio-1,3-butadienes into indenes or perfluorodibenzopentalenes, via an intramolecular C–H or C–F bond cleavage, respectively. In the reaction process, the Ca-induced s-cis/trans configurational isomerization of 1,4-dilithio-1,3-butadienes is followed by the subsequent nucleophilic C–H or C–F bond activation.