Dynamic 1H NMR spectroscopic study of the restricted SN rotation in aryl-N-(arylsulfonyl)-N-(triphenylphosphoranylidene)imidocarbamates
Abstract Dynamic 1 H NMR (500 MHz) investigation of aryl- N -(arylsulfonyl)- N -(triphenylphosphoranylidene)imidocarbamates in CDCl 3 , CD 3 COCD 3 , and CD 3 OD at the temperature range of 183–298 K is reported. The observed free energy barriers (almost 12 kcal mol −1 ) are attributed to conformational isomerization about the N S bond and these barriers show very little solvent dependence.
New synthetic approaches to the preparation of 2-(trifluoromethyl)indole and 2-amino-3-(trifluoromethyl)quinoline have been developed. In both cases, conditions of the Leimgruber-Batcho synthesis of indoles were used in the key step.