Hydrotrifluoromethylation and iodotrifluoromethylation of alkenes and alkynes using an inorganic electride as a radical generator
- Title
- Hydrotrifluoromethylation and iodotrifluoromethylation of alkenes and alkynes using an inorganic electride as a radical generator
- Author
- 조은진
- Keywords
- LIGHT PHOTOREDOX CATALYSIS; UNACTIVATED ALKENES; STABLE ELECTRIDE; ARYL IODIDES; TRIFLUOROMETHYLATION; FLUORINE; HETEROCYCLES; EFFICIENT; REAGENT; ACIDS
- Issue Date
- 2014-09
- Publisher
- NATURE PUBLISHING GROUP, MACMILLAN BUILDING, 4 CRINAN ST, LONDON N1 9XW, ENGLAND
- Citation
- NATURE COMMUNICATIONS, 2014, 5(4881), P.1-7
- Abstract
- The trifluoromethyl (CF3) group is a staple synthon that can alter the physical and chemical properties of organic molecules. Despite recent advances in trifluoromethylation methods, the development of a general synthetic methodology for efficient and selective trifluoromethylation remains an ongoing challenge motivated by a steadily increasing demand from the pharmaceutical, agrochemical and materials science industries. In this article, we describe a simple, efficient and environmentally benign strategy for the hydrotrifluoromethylation of unactivated alkenes and alkynes through a radical-mediated reaction using an inorganic electride, [Ca2N](+)center dot e(-), as the electron source. In the transformation, anionic electrons are transferred from [Ca2N](+)center dot e(-) electrides to the trifluoromethylating reagent CF3I to initiate radical-mediated trifluoromethylation. The role of ethanol is pivotal in the transformation, acting as the solvent, an electron-releasing promoter and a hydrogen atom source. In addition, iodotrifluoromethylation of alkynes proceeds selectively upon the control of electride amount.
- URI
- https://www.nature.com/articles/ncomms5881http://hdl.handle.net/20.500.11754/48463
- ISSN
- 2041-1723
- DOI
- 10.1038/ncomms5881
- Appears in Collections:
- GRADUATE SCHOOL[S](대학원) > BIONANOTECHNOLOGY(바이오나노학과) > Articles
- Files in This Item:
There are no files associated with this item.
- Export
- RIS (EndNote)
- XLS (Excel)
- XML