n‐Bu4NI/K2S2O8 Mediated Csp2‐Csp2 Bond Cleavage – Transformylation from p‐Anisaldehyde to Primary Amides

Xiaochen Liu, Samual Hee, Netanel Sapir, Alvin Li,Jianbo Liu,Yu Chen

Advanced Synthesis & Catalysis(2024)

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摘要
n‐Bu4NI/K2S2O8 mediated transformylation from p‐anisaldehyde to primary amides is reported. The mechanistic studies suggest the reaction occurs via a single electron transfer pathway. Based on the DFT electronic structure calculations of various reaction pathways, the most plausible mechanism involves the formation of a phenyl radical cation and an arenium ion as the key intermediates. It represents the first example that p‐anisaldehyde is employed as a formyl source via a non‐metal mediated Csp2‐Csp2 bond cleavage.
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