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CF(3)SO(2)X (X = Na, Cl) as reagents for trifluoromethylation, trifluoromethylsulfenyl-, -sulfinyl- and -sulfonylation and chlorination. Part 2: Use of CF(3)SO(2)Cl

The recent progresses of the application of trifluoromethanesulfonyl chloride, CF(3)SO(2)Cl, in the formation of C–CF(3), C–SCF(3), C–SOCF(3), and C–Cl bonds are summarised in this second part of a two-part review published back-to-back on both sodium trifluoromethanesulfinate, CF(3)SO(2)Na, (Part 1...

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Detalles Bibliográficos
Autores principales: Chachignon, Hélène, Guyon, Hélène, Cahard, Dominique
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2017
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5753100/
https://www.ncbi.nlm.nih.gov/pubmed/30018666
http://dx.doi.org/10.3762/bjoc.13.273
Descripción
Sumario:The recent progresses of the application of trifluoromethanesulfonyl chloride, CF(3)SO(2)Cl, in the formation of C–CF(3), C–SCF(3), C–SOCF(3), and C–Cl bonds are summarised in this second part of a two-part review published back-to-back on both sodium trifluoromethanesulfinate, CF(3)SO(2)Na, (Part 1) and trifluoromethanesulfonyl chloride, CF(3)SO(2)Cl (Part 2). There are many reactions in common between these two reagents but it should be noted that CF(3)SO(2)Cl reacts under reductive conditions while CF(3)SO(2)Na requires oxidative conditions. Electrophilic chlorination is obviously the exclusive preserve of CF(3)SO(2)Cl that has been exploited with emphasis in enantioselective chlorination.