Kumar Tarun, Massicot Fabien, Harakat Dominique, Chevreux Sylviane, Martinez Agathe, Bordolinska Klaudia, Preethalayam Preethanuj, Kokkuvayil Vasu Radhakrishnan, Behr Jean-Bernard, Vasse Jean-Luc, Jaroschik Florian
Institut de Chimie Moléculaire de Reims (CNRS UMR 7312), Université de Reims Champagne-Ardenne, BP 1039, 51687, Reims Cedex 2, France.
Organic Chemistry Section, National Institute for Interdisciplinary Science and Technology (CSIR), Thiruvananthapuram, 695019, India.
Chemistry. 2017 Nov 21;23(65):16460-16465. doi: 10.1002/chem.201704322. Epub 2017 Nov 9.
Heavy metal on Lewis acid: The combination of lanthanide metals and AlCl has been employed for selective single C-F activation in benzofulvenes comprising an exocyclic CF substituent. Intermediate ϵ,ϵ-difluorinated metal-dienyl species react with a large variety of aldehydes in a highly regio- and diastereoselective fashion to afford 1,1-disubstituted indenes bearing a difluorovinyl group. These new building blocks have been further transformed through a hydrogenation-cyclization process into fluorinated heterocyclic spiro compounds.
镧系金属与氯化铝的组合已用于含环外CF取代基的苯并富烯中的选择性单C-F活化。中间体ε,ε-二氟金属二烯基物种与多种醛以高度区域和非对映选择性的方式反应，得到带有二氟乙烯基的1,1-二取代茚。这些新的结构单元已通过氢化环化过程进一步转化为氟化杂环螺环化合物。
