作者:Philip K. G. Hodgson、Stuart Warren
DOI:10.1039/p29750000372
日期:——
2,2-Dimethyl-3-oxo-3-phenylpropyl toluene-p-sulphonate (tosylate) and some related 3-oxoalkyl tosylates are solvolysed in buffered carboxylic acid solvents by 1,4-carbonyl participation to give unrearranged carboxylate esters. The reactions are too fast to be direct displacements, and do not occur in similar compounds which lack the carbonyl group. Secondary alkyl tosylates in the same series also
2,2-二甲基-3-氧代-3-苯基丙基甲苯对磺酸酯(甲苯磺酸酯)和一些相关的3-氧代烷基甲苯磺酸酯通过1,4-羰基参与溶剂化在缓冲的羧酸溶剂中,得到未重排的羧酸酯。该反应太快而不能直接取代,并且在缺少羰基的类似化合物中不会发生。同一系列的仲烷基甲苯磺酸盐也通过1,4-羰基参与反应,但发生中间阳离子片段,并与溶剂反应生成未重排的产物。