- Intermolecular C-N addition of amides and S-N addition of sulfinamides to arynes
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An efficient, mild, transition-metal-free method has been developed for the intermolecular C-N σ-bond addition of amides and S-N σ-bond addition of sulfinamides to arynes to form one C-C bond and one heteroatom-carbon bond in one step at room temperature. Evidence for a stepwise mechanism is provided. Copyright
- Liu, Zhijian,Larock, Richard C.
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- Interrupted reduction of CF3SO2Cl using tricyclohexylphosphine allows for electrophilic trifluoromethylsulfinylation
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The monoreduction of trifluoromethanesulfonyl chloride by an appropriate phosphine, preferentially tricyclohexylphosphine, generates the reactive trifluoromethanesulfinyl chloride CF3SOCl as donor of CF3S(O)+ cation. The direct trifluoromethylsulfinylation of indoles, pyrroles, other azaarenes, amines, and phenols was successfully achieved in moderate to high yields.
- Chachignon, Hélène,Cahard, Dominique
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- A new equivalent of the CF3S(O)+ cation. Synthesis of trifluoromethanesulfinates and trifluoromethanesulfinamides
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The solution of sodium trifluoromethanesulfinate (sodium 'triflinate' and phosphoryl chloride (2/1), in AcOEt, behaves like an equivalent of the CF3S(O)+ cation. It can be used in situ to prepare trifluoromethanesulfinates (CF3S(O)OR) or trifluoromethanesulfinamides (CF3S(O)NHR) at room temperature from alcohols or amines, respectively.
- Billard, Thierry,Greiner, Alfred,Langlois, Bernard R.
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- Perfluoroalkylation of heterocumulenes with trimethyl(perfluoroalkyl)silanes in the presence of fluoride ions: Synthesis of perfluoroalkanesulfinyl amides from N-organylsulfinyl amines
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Trimethyl(perfluoroalkyl)silanes react in the presence of fluoride ions with N-organylsulfinylamines under mild conditions to give the corresponding perfluoroalkanesulfinyl amides in high yields.
- Yagupolskii, Yurii L.,Kirij, Nataliya V.,Shevchenko, Aleksey V.,Tyrra, Wieland,Naumann, Dieter
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p. 3029 - 3031
(2007/10/03)
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