The Synthesis of Some Dimethylpyranocoumarins and Isopropenyldihydrofuranocoumarins
作者:Seiji Yamaguchi、Ryozo Miyakawa、Shinobu Yonezawa、Yoshiyuki Kawase
DOI:10.1246/bcsj.62.3593
日期:1989.11
Two pyranocoumarins, 7,7-dimethyl-2(7H)-benzo[1,2-b:4,5-b′]dipyranone and 8,8-dimethyl-2(8H)-benzo[1,2-b:5,4-b′]dipyranone, and three dihydrofuranocoumarins, 2-isopropenyl-1,2-dihydro-8-furo[1,2-f][1]benzopyranone, 2-isopropenyl-2,3-dihydro-6-furo[1,2-e][1]benzopyranone, and 2-isopropenyl-2,3-dihydro-7-furo[2,1-e][1]benzopyranone, were synthesized by an effective pyrone-ring formation in corresponding o-hydroxybenzaldehyde derivatives. And, 2-[1-(hydroxymethyl)vinyl]-1,2-dihydro-8-furo[1,2-f][1]benzopyranone was also synthesized selenium dioxide oxidation.
两种吡喃香豆素,即 7,7-二甲基-2(7H)-苯并[1,2-b:4,5-b′]二吡喃酮和 8,8-二甲基-2(8H)-苯并[1,2-b:5,4-b′]二吡喃酮,以及三种二氢呋喃香豆素,即 2-异丙烯基-1,2-二氢-8-呋喃并[1,2-f][1]苯并吡喃酮、2-异丙烯基-2,3-二氢-6-呋喃并[1,2-e][1]苯并吡喃酮、和 2-异丙烯基-2,3-二氢-7-呋喃并[2,1-e][1]苯并吡喃酮是通过在相应的邻羟基苯甲醛衍生物中有效形成吡酮环而合成的。此外,还通过二氧化硒氧化合成了 2-[1-(羟甲基)乙烯基]-1,2-二氢-8-呋喃并[1,2-f][1]苯并吡喃酮。