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A Two-Step, One-Pot, and Multigram-Scale Synthesis of N‑Difluoromethylthiophthalimide

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journal contribution
posted on 07.07.2017, 00:00 authored by Dianhu Zhu, Xin Hong, Dezhi Li, Long Lu, Qilong Shen
A new method for the 100 g scale synthesis of N-difluoro­methyl­thiophthalimide 1 from cheap commodity chemical benzyl mercaptan and HCF2Cl or other difluorocarbene precursors was described. Reagent 1 is an excellent electrophilic difluoromethyl­thiolating reagent as demonstrated by the gram-scale synthesis of five difluoro­methyl­thiolated derivatives of structurally complicated drug-like molecules and natural products.