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One-Pot Synthesis of Aryl- and Alkyl S-Perfluoroalkylated NH-Sulfoximines from Sulfides.
- Source :
-
Chemistry (Weinheim an der Bergstrasse, Germany) [Chemistry] 2018 Nov 16; Vol. 24 (64), pp. 17006-17010. Date of Electronic Publication: 2018 Oct 24. - Publication Year :
- 2018
-
Abstract
- A general efficient one-pot synthesis of S-perfluoroalkylated NH-sulfoximines from sulfides has been developed using phenyliodine diacetate (PIDA) and ammonium carbamate. Remarkable rate enhancement with trifluoroethanol was observed, presumably due to H-bonding effects. These mild and metal-free conditions are compatible with -CH <subscript>2</subscript> F, -CFCl <subscript>2</subscript> , -CF <subscript>2</subscript> H, -CF <subscript>2</subscript> Br, -C <subscript>4</subscript> F <subscript>9</subscript> , and -CF <subscript>3</subscript> groups, in both the alkyl- and aryl series. Based on a <superscript>19</superscript> F NMR analysis, a λ <superscript>6</superscript> -acetoxysulfanenitrile intermediate was proposed.<br /> (© 2018 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.)
Details
- Language :
- English
- ISSN :
- 1521-3765
- Volume :
- 24
- Issue :
- 64
- Database :
- MEDLINE
- Journal :
- Chemistry (Weinheim an der Bergstrasse, Germany)
- Publication Type :
- Academic Journal
- Accession number :
- 30300956
- Full Text :
- https://doi.org/10.1002/chem.201805055