Palladium-catalyzed carbomonofluoromethylation of unactivated alkenes: Rapid access to γ-monofluoromethyl carboxylic acid derivatives
Liu, Xiao-Li; Ji, Shun-Jun*（纪顺俊） ; Cai, Zhong-Jian*（蔡忠建）
Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Materials Science & Collaborative Innovation Center of Suzhou Nano Science and Technology, Soochow University, Suzhou, 215123
Chem. Commun., 2024, 60, 730-733
Abstract: Herein, we report a palladium-catalyzed regioselective carbomonofluoromethylation of unactivated alkenes. The reaction uses easily available fluorobis(phenylsulfonyl)methane (FBSM) as a fluoromethylating reagent, and proceeds smoothly with a wide variety of carbon electrophiles, including (hetero)aryl iodides, styrenyl iodides and TIPSBr. A range of remote γ-CH2F/CD2F carboxylic acid derivatives were constructed rapidly after a simple reductive desulfonylation step. The reaction features high regioselectivity, mild and simple reaction conditions and a broad substrate scope, and is easy to scale up.
链接： //pubs.rsc.org/en/content/articlehtml/2024/cc/d3cc05380f
