Abstract
Benzotrifluoride (BTF), an eco-friendly solvent, can dissolve many organic and fluorous molecules because of the organic and fluorous motifs in its structure. Using BTF as solvent, we have developed a series of reactions for perfluoroalkylation of various unsaturated compounds upon photoirradiation with a Xe lamp through Pyrex. For example, alkynes, allenes, vinylcyclopropanes, isocyanides, diynes, dienes, and enynes successfully undergo regioselective perfluoroalkyliodination, perfluoroalkylselenation, and perfluoroalkyltelluration in BTF. In addition, the present photoinitiation procedure can be applied to trifluoromethylation
Highlights
In 1997, Curran and co-worker reported that BTF, is in a new class of ecofriendly solvents (Figure 1) and is a useful alternative solvent for organic reactions currently conducted in dichloromethane or related solvents [1,2,3,4,5,6,7,8,9,10,11,12,13,14]
BTF can act as a useful organic/fluorous hybrid solvent, and we have investigated a series of radical addition reactions of perfluoroalkyl iodides to unsaturated organic molecules using BTF as solvent
This review describes our recent studies on a series of highly selective perfluoroalkylations of a wide variety of unsaturated organic molecules with simultaneous introduction of heteroatom groups, which successfully take place in BTF upon photoirradiation
Summary
In 1997, Curran and co-worker reported that BTF (benzotrifluoride, CF3-Ph), is in a new class of ecofriendly solvents (Figure 1) and is a useful alternative solvent for organic reactions currently conducted in dichloromethane or related solvents [1,2,3,4,5,6,7,8,9,10,11,12,13,14]. BTF can act as a useful organic/fluorous hybrid solvent, and we have investigated a series of radical addition reactions of perfluoroalkyl iodides to unsaturated organic molecules using BTF as solvent. Perfluoroalkyl iodides exhibit their absorption maxima in the UV regions (max = 270 nm, = 4.9 x 10), and the absorption reaches to 350 nm (see, Figure 2). This review describes our recent studies on a series of highly selective perfluoroalkylations of a wide variety of unsaturated organic molecules with simultaneous introduction of heteroatom groups, which successfully take place in BTF upon photoirradiation.
Sign-in/Register to view highlights & summary Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a callMore From: Journal of Applied Solution Chemistry and Modeling
Disclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.
