Silver‐Catalyzed Cross‐Coupling of Isocyanides and Active Methylene Compounds by a Radical Process |
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Authors: | Jianquan Liu Zhenhua Liu Dr. Peiqiu Liao Dr. Lin Zhang Prof. Tao Tu Prof. Xihe Bi |
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Affiliation: | 1. Department of Chemistry, Northeast Normal University, Renmin Str. 5268, Changchun 130024 (China);2. Department of Chemistry, Fudan University, 220 Handan Rd, 200433 Shanghai (China);3. State Key Laboratory of Elemento‐Organic Chemistry, Nankai University, Tianjin 300071 (China) |
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Abstract: | Isocyanides are versatile building blocks, and have been extensively exploited in C? H functionalization reactions. However, transition‐metal‐catalyzed direct C? H functionalization reactions with isocyanides suffer from over‐insertion of isocyanides. Reported herein is a radical coupling/isomerization strategy for the cross‐coupling of isocyanides with active methylene compounds through silver‐catalysis. The method solves the over‐insertion issue and affords a variety of otherwise difficult to synthesize β‐aminoenones and tricarbonylmethanes under base‐ and ligand‐free conditions. This report presents a new fundamental C? C bond‐forming reaction of two basic chemicals. |
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Keywords: | cross‐coupling isocyanides isomerization radicals silver |
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