Palladium-Catalyzed Carbohalogenation: Bromide to Iodide Exchange and Domino Processes

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• 作者：Stephen G. Newman ; Jennifer K. Howell ; Norman Nicolaus ; Mark Lautens
• 刊名：Journal of the American Chemical Society
• 出版年：2011
• 出版时间：September 28, 2011
• 年：2011
• 卷：133
• 期：38
• 页码：14916-14919
• 全文大小：839K
• 年卷期：v.133,no.38(September 28, 2011)
• ISSN：1520-5126

文摘

Aryl bromides have been used to prepare a variety of nitrogen- and oxygen-containing heterocycles featuring new carbon鈥揷arbon and carbon鈥搃odine bonds. This palladium-catalyzed carbohalogenation requires potassium iodide for the reaction to proceed in high yields. Additionally, the first examples of domino carbohalogenation reactions have been demonstrated using both aryl iodide and aryl bromide starting materials. Complex products with multiple rings and stereogenic centers are generated in excellent yields with moderate to excellent diastereoselectivities.