单氟甲基取代的硫叶立德：具有广泛底物范围的亲电单氟甲基化试剂。
Monofluoromethyl-Substituted Sulfonium Ylides: Electrophilic Monofluoromethylating Reagents with Broad Substrate Scopes.
机构信息
Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of Sciences, 345 Lingling Road, Shanghai, 200032, China.
出版信息
Angew Chem Int Ed Engl. 2017 Aug 7;56(33):9930-9934. doi: 10.1002/anie.201704175. Epub 2017 Jul 10.
Two electrophilic monofluoromethylating reagents, monofluoromethyl(phenyl)sulfonium bis(carbomethoxy)methylide (3 a) and monofluoromethyl(4-nitrophenyl)sulfonium bis(carbomethoxy)methylide (3 b), and their reactions under mild conditions with a variety of nucleophiles, such as alcohols and malonate derivatives, sulfonic and carboxylic acids, phenols, amides, and N heteroarenes, are described. Mechanistic studies with deuterated reagents [D ]3 a/[D ]3 b suggest that these monofluoromethylation reactions proceed through an electrophilic substitution pathway.
两种亲电单氟甲基化试剂，单氟甲基（苯基）亚磺酰基双（甲氧羰基）甲基化物（3a）和单氟甲基（4-硝基苯基）亚磺酰基双（甲氧羰基）甲基化物（3b），以及它们在温和条件下与各种亲核试剂（如醇和丙二酸衍生物、磺酸和羧酸、酚、酰胺和 N 杂芳烃）的反应，都有描述。用氘代试剂[D]3a/[D]3b 的机理研究表明，这些单氟甲基化反应是通过亲电取代途径进行的。
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