Steric promotion of cyclization reactions: Substituent effect studies in the furan intramolecular diels-alder reaction
作者:Brian J. Mcnelis、Jeremy T. Starr、Hung Dang
DOI:10.1002/jhet.5570350649
日期:1998.11
ide compounds have been synthesized and their rates of cyclization and equilibrium product concentrations determined. Increased steric bulk on the sulfonamide substituent has been shown to increase both the rate of cyclization and yields of these reactions. A three-fold increase in rate and 15% increase in yield was observed as the substituent was varied from methyl to triisopropylbenzene.
已经合成了七个烷基和芳基取代的N-烯丙基-N-(甲基呋喃)-磺酰胺化合物,并确定了它们的环化速率和平衡产物浓度。磺酰胺取代基上增加的空间体积已显示出增加了这些反应的环化速率和产率。当取代基从甲基变为三异丙基苯时,观察到速率提高了三倍,收率提高了15%。