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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Autores principales: Chachignon, Hélène, Guyon, Hélène, Cahard, Dominique
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2017
Materias:
Full Research Paper
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
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author Chachignon, Hélène
Guyon, Hélène
Cahard, Dominique
author_facet Chachignon, Hélène
Guyon, Hélène
Cahard, Dominique
author_sort Chachignon, Hélène
collection PubMed
description 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.
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spelling pubmed-57531002018-07-17 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 Chachignon, Hélène Guyon, Hélène Cahard, Dominique Beilstein J Org Chem Full Research Paper 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. Beilstein-Institut 2017-12-19 /pmc/articles/PMC5753100/ /pubmed/30018666 http://dx.doi.org/10.3762/bjoc.13.273 Text en Copyright © 2017, Chachignon et al. https://creativecommons.org/licenses/by/4.0https://www.beilstein-journals.org/bjoc/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/4.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms)
spellingShingle Full Research Paper
Chachignon, Hélène
Guyon, Hélène
Cahard, Dominique
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
title 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
title_full 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
title_fullStr 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
title_full_unstemmed 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
title_short 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
title_sort 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
topic Full Research Paper
url 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
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