Saeed Aamer
Department of Chemistry, Quaid-i-Azam University 45320, Islamabad, Pakistan.
Nat Prod Res. 2004 Aug;18(4):373-8. doi: 10.1080/14786410310001630555.
Base-catalyzed self-condensation of 3,5-dimethoxyhomophthalic acid (2) directly furnished the 6,8-dimethoxy-3-(2'-carboxy-3',5'-dimethoxyphenyl)methylisocoumarin (3) which on successive treatment with oxalyl chloride, diazomethane and hydrolysis afforded the corresponding 2'-acetylisocoumarin (5). Complete demethylation of the latter yielded the 6,8-dihydroxy-3-(2'-acetyl-3',5'-dihydroxyphenyl)methylisocoumarin (6) related to the natural product feralolide (1a).
3,5-二甲氧基高邻苯二甲酸(2)的碱催化自缩合直接得到6,8-二甲氧基-3-(2'-羧基-3',5'-二甲氧基苯基)甲基异香豆素(3),该化合物经草酰氯、重氮甲烷连续处理并水解后得到相应的2'-乙酰基异香豆素(5)。后者完全脱甲基得到与天然产物野甘草内酯(1a)相关的6,8-二羟基-3-(2'-乙酰基-3',5'-二羟基苯基)甲基异香豆素(6)。