路易斯酸促进的氟烷氧基基团交换反应在合成 5-烷氧基-4,4-二氟异噁唑啉体系中的应用。
Lewis acid promoted fluorine-alkoxy group exchange reactions for the synthesis of 5-alkoxy-4,4-difluoroisoxazoline systems.
机构信息
Faculty of Pharmaceutical Sciences, Setsunan University, 45-1 Nagaotoge-cho, Hirakata, Osaka 573-0101, Japan.
出版信息
Org Biomol Chem. 2019 Mar 6;17(10):2818-2823. doi: 10.1039/c9ob00097f.
PMID:30801599
Abstract
Fluorine-alkoxy group exchange reactions of fluorinated isoxazoline derivatives promoted by Lewis acids to give various 5-alkoxylated 4,4-difluoroisoxazolines via SN1 type processes in good to excellent yields are reported. Sterically demanding phenol substrates such as 2,6-diphenylphenol gave novel aryl substituted products via electrophilic aromatic substitution.
摘要
本文报道了路易斯酸促进的氟化异恶唑啉衍生物的氟烷氧基交换反应，通过 SN1 型反应以良好至优异的收率得到了各种 5-烷氧基-4,4-二氟异恶唑啉。空间位阻较大的酚类底物，如 2,6-二苯基苯酚，通过亲电芳香取代反应得到了新型的芳基取代产物。
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