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Iron-Photocatalyzed Decarboxylative Alkylation of Carboxylic Acids with Morita–Baylis–Hillman Acetates

作者:Yanli Yin, Fang Chen, Dong Chen, Peizhong Xie, Dongping Wang, Teck‐Peng Loh · 发表于:Organic Letters · 年份:2024 · DOI:10.1021/acs.orglett.4c04267 · 被引用次数:25 · 研究领域:Radical Photochemical Reactions、Catalytic C–H Functionalization Methods、Sulfur-Based Synthesis Techniques

We present an iron-photocatalyzed decarboxylative alkylation strategy involving carboxylic acids and Morita–Baylis–Hillman (MBH) acetates to synthesize E -type tri- and tetrasubstituted alkenes with moderate to excellent stereoselectivity ( E / Z ratio up to >19:1). This method is applicable to a broad range of structurally diverse primary, secondary, and tertiary alkyl carboxylic acids, as well as complex pharmaceutical and natural carboxylic acids, achieving efficient alkylation of various MBH acetates under mild conditions (>60 examples, with yields up to 96%). This approach offers a powerful strategy for streamlined alkylation.