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1.
Org Lett ; 18(12): 2906-9, 2016 06 17.
Article in English | MEDLINE | ID: mdl-27276522

ABSTRACT

A novel photoredox-mediated tandem three-component process afforded a wide variety of CF3-containing phthalans and isoindolines in respectable yields and with moderate to excellent diastereoselectivity.

2.
Chem Commun (Camb) ; 50(91): 14197-200, 2014 Nov 25.
Article in English | MEDLINE | ID: mdl-25285576

ABSTRACT

We report herein the first photoredox-catalyzed intermolecular aryl- and heteroaryltrifluoromethylation of alkenes. Under the optimized conditions using Umemoto's reagent as a CF3 source, a wide range of styrenes can be readily difunctionalized, affording the corresponding trifluoromethylated adducts in up to 99% yield.

3.
Org Lett ; 16(16): 4340-3, 2014 Aug 15.
Article in English | MEDLINE | ID: mdl-25102254

ABSTRACT

We report herein a photoredox-catalyzed azidotrifluoromethylation of alkenes. Under the optimized conditions using [Ru(bpy)3(PF6)2] as the photocatalyst and Umemoto's reagent as the CF3 source, a wide range of substituted styrenes as well as various activated and nonactivated alkenes can readily be difunctionalized, affording ß-trifluoromethylated azides or amines in good yields.


Subject(s)
Alkenes/chemistry , Azides/chemistry , Hydrocarbons, Fluorinated/chemistry , Styrenes/chemistry , 2,2'-Dipyridyl/analogs & derivatives , 2,2'-Dipyridyl/chemistry , Amines/chemistry , Catalysis , Coordination Complexes , Molecular Structure , Oxidation-Reduction , Photochemical Processes
4.
Org Lett ; 16(4): 1240-3, 2014 Feb 21.
Article in English | MEDLINE | ID: mdl-24520865

ABSTRACT

A photoredox-catalzyed trifluoromethylation of enecarbamates process is reported. This pathway uses Togni's reagent as the CF3 source and follows a radical/cationic pathway. Under the optimized conditions using [Ru(bpy)3(PF6)2] as the photocatalyst, a wide range of substituted enecarbamates can readily be difunctionalized by means of various O, N, and C nucleophiles.


Subject(s)
Amines/chemical synthesis , Carbamates/chemical synthesis , Hydrocarbons, Fluorinated/chemical synthesis , Amines/chemistry , Carbamates/chemistry , Catalysis , Hydrocarbons, Fluorinated/chemistry , Molecular Structure , Oxidation-Reduction , Photochemical Processes
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