School of Chemistry and Materials Science, Institute of Advanced Materials and Flexible Electronics (IAMFE), Nanjing University of Information Science and Technology, 219 Ningliu Road, Nanjing 210044, China.
Breast Disease Center, Zhongda Hospital, School of Medicine, Southeast University, Nanjing 210009, China.
Org Biomol Chem. 2023 Apr 26;21(16):3330-3334. doi: 10.1039/d3ob00333g.
Catalyst- and metal-free difluoroallylation of alkyl precursors with trifluoromethyl alkenes for the synthesis of -difluoroalkenes is appealing and challenging. We herein describe a visible light-induced approach that enables deoxygenative difluoroallylation of abundant alcohols xanthate salts with trifluoromethyl alkenes, where xanthate salts work as a photoreductant and an alkylating reagent, avoiding the use of external catalysts. This one-pot method can accommodate primary, secondary and tertiary alcohols with good functionality tolerance and be successfully applied to the late-stage functionalization of natural products and drugs.
用三氟乙烯与烷基前体进行无金属催化剂的双氟烯丙基化反应来合成 - 二氟烯烃是一种吸引人但具有挑战性的方法。在此,我们描述了一种可见光诱导的方法,该方法能够实现丰富的醇黄原酸盐与三氟乙烯的脱氧双氟烯丙基化反应,其中黄原酸盐既是光还原剂又是烷基化试剂,避免了使用外部催化剂。这种一锅法可以容忍伯、仲和叔醇,具有良好的官能团耐受性,并成功地应用于天然产物和药物的后期功能化。