Difluorocarbene precusors 2, FS02CF2COF, FS02CF2C02H, FS02CF2C02Me and XCF2C02M react with KI to give HCF21 1 in high yields; a smooth reaction of 1 with alkenes or alkynes in the presence of Na2S204 gives the difluoromethylated adducts in good yields.In difluorocarbene chemistry, difluoromethanes, HCFZCI, HCF2Br, HCF21 are important precusors. 1 However, iododifluoromethane, HCF21 1, has received little attention.Z4 In comparison with HCFzCl and HCF2Br, reduced application of 1 may be ascribed to its availability. Previously, 1 was prepared inconveniently by fluorination of iodoform with HgFS or hydrolysis of bromodifloromethyltriphenyl phosphonium bromide [Ph3PCF2Br]+Br-in the presence of an excess of NaI.6We found that 1 can be obtained from the available difluorocarbene precusors 2, i. e. FS02CF2C02H,7" FS02CF2-C02Me,76 BrCF2C02K, C1CF2CO2K, BrCF2C02H,CICF2-COZH, FS02CF2COF with potassium iodide. Treatment of 2 with KI under appropriate conditions gave 1, see Table 1.t
In the presence of S8 and copper(i) iodide, methyl fluorosulfonyldifluoroacetate 1 reacts with aryl halides 2 in hexamethylphosphoramide (HMPA) or N-methylpyrrolidinone (NMP) at 100-1 10 "C to give the corresponding trifluoromethylthiolated derivatives 3 in good yields.
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