酰胺的直接氟化-羟基化、三氟化和 C(sp3)-H 氟化反应。
Direct Difluorination-Hydroxylation, Trifluorination, and C(sp)-H Fluorination of Enamides.
机构信息
Loker Hydrocarbon Research Institute and Department of Chemistry, University of Southern California , Los Angeles, California 90089, United States.
Departamento de Quimica Organica, Universidad de Valencia , E-46100 Burjassot, Spain.
出版信息
Org Lett. 2018 Feb 16;20(4):1042-1045. doi: 10.1021/acs.orglett.7b03994. Epub 2018 Jan 31.
A direct double functionalization involving both difluorination and hydroxylation of enamides is reported. With the appropriate combination of an electrophilic fluorinating reagent and HO, the most convenient and ecofriendly hydroxylating agent, the preparation of 3-(difluoroalkyl)-3-hydroxyisoindolin-1-ones was achieved under basic or Brønsted acidic conditions. Suitable conditions for trifluorination as well as C(sp)-H fluorination were also identified. Subsequent asymmetric functionalization of the obtained gem-difluorinated products has also been demonstrated.
本文报道了一种涉及烯酰胺的双氟代和羟化的直接双官能化反应。通过适当组合亲电氟化试剂和 HO，即最方便和环保的羟基化试剂，在碱性或 Brønsted 酸性条件下可以制备 3-(二氟烷基)-3-羟基异吲哚啉-1-酮。还确定了适用于三氟化以及 C(sp)-H 氟化的条件。此外，还展示了所得全氟代产物的后续不对称官能化。
Zotero 插件