Silver-Mediated Decarboxylative Fluorodiiodination of Alkynoic Acids: Synthesis of Regio- and Stereoselective Fluoroalkenes

被引：16
作者：
Jayaraman, Aravindan [1 ]
Lee, Sunwoo [1 ]
机构：
[1] Chonnam Natl Univ, Dept Chem, Gwangju 61186, South Korea
来源：
ORGANIC LETTERS | 2019年 / 21卷 / 10期
基金：
新加坡国家研究基金会;
关键词：
TRANS-HYDROFLUORINATION; SELECTIVE SYNTHESIS; FLUORINE; MONOFLUOROALKENES; IODOFLUORINATION; YNAMIDES; ALKENES;
D O I：
10.1021/acs.orglett.9b00597
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A variety of arylalkynoic acids reacted with 1,3-diiodo-5,5-dimethylhydantoin and HF.pyridine in the presence of AgOAc to provide the corresponding 1-fluoro-2,2-diiodovinylarenes in good yields and high regioselectivity. In addition, Pd-catalyzed cross-coupling reaction of 1-fluoro-2,2-diiodovinylarenes afforded diaryl coupling products in the Suzuki reaction and monoaryl coupling products with high stereo-selectivity in the Hiyama reaction. It was found that C-F-activated borylation of fluoroalkenes using Pd catalyst afforded the vinylboranes with good yields.
引用
收藏
页码：3485 / 3489
页数：5
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