کد مقاله | کد نشریه | سال انتشار | مقاله انگلیسی | نسخه تمام متن |
---|---|---|---|---|
5220993 | 1383406 | 2011 | 9 صفحه PDF | دانلود رایگان |
The thermal reactions of fluoroalkanesulfonyl azides RfCF2SO2N31 with nitrobenzene and its derivatives XC6H4NO2 (X=H, F, Cl, CF3) gave the unexpected N-fluoroalkaneacyl anilides RfCONHC6H4X (X=H, Cl, F, CF3) in addition to fluoroalkanesulfonyl amides RfCF2SO2NH2. Under the same reaction conditions, however, nitrobenzene containing an electron-donating group RC6H4NO2 (R=CH3, OCH3) reacted with 1 affording the corresponding N-fluoroalkanesulfonyl anilides RfCF2SO2NHC6H3(NO2)R. Other electron-poor benzene derivatives, such as benzaldehyde, benzoate, and acetophenone C6H5Y(Y=CHO, COCH3, CO2CH3) all gave the meta-substituted N-fluoroalkanesulfonyl anilides RfCF2SO2NHC6H4Y.
The thermal reactions of fluoroalkanesulfonyl azides RfCF2SO2N31 with nitrobenzene and its derivatives XC6H4NO2 (X=H, F, Cl, CF3) gave the unexpected N-fluoroalkaneacyl anilides RfCONHC6H4X (X=H, Cl, F, CF3) in addition to fluoroalkanesulfonyl amides RfCF2SO2NH2. Under the same reaction conditions, however, nitrobenzene containing an electron-donating group RC6H4NO2 (R=CH3, OCH3) reacted with 1 affording the corresponding N-fluoroalkanesulfonyl anilides RfCF2SO2NHC6H3(NO2)R. Other electron-poor benzene derivatives, such as benzaldehyde, benzoate, and acetophenone C6H5Y(Y=CHO, COCH3, CO2CH3) all gave the meta-substituted N-fluoroalkanesulfonyl anilides RfCF2SO2NHC6H4Y.
Journal: Tetrahedron - Volume 67, Issue 29, 22 July 2011, Pages 5235-5243