Iridium-Catalyzed, Substrate-Directed C鈥揌 Borylation Reactions of Benzylic Amines

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• 作者：Andrew J. Roering ; Lillian V. A. Hale ; Phillip A. Squier ; Marissa A. Ringgold ; Emily R. Wiederspan ; Timothy B. Clark
• 刊名：Organic Letters
• 出版年：2012
• 出版时间：July 6, 2012
• 年：2012
• 卷：14
• 期：13
• 页码：3558-3561
• 全文大小：293K
• 年卷期：v.14,no.13(July 6, 2012)
• ISSN：1523-7052

文摘

The iridium-catalyzed arene C鈥揌 borylation reaction of benzylic amines has been developed, which inverts the typical steric-controlled product distribution to provide ortho-substituted boronate esters. Picolylamine was found to be an ideal ligand to replace 4,4鈥?di-tert-butylbipyridine to induce the directing effect. Preliminary experiments are consistent with a mechanism involving dissociation of one amine of the hemilabile diamine ligand.