摘要
在DMF溶剂中,不外加催化剂使邻取代芳香醛(1)与5,5-二甲基-1,3-环己三酮(2)发生缩合和加成反应生成3,3,6,6-四甲基-4a-羟基-9-芳基-1,8二氧化-2,3,4,4a,5,6,7,8,9a-十氢化-1H氧杂蒽(3a～3d)。在同样条件下,邻羟基芳香醛与5,5-二甲基-1,3-环己三酮则发生缩合,加成和脱水反应生成3,3-二甲基-9-(5,5-二甲基-3-羟基-2-环己烯-1-酮-2-基)-1-氧代-2,3,4,9-四氢化-1 氧杂蒽(4a～4b)。用单晶X-射线分析法确定了产物3a和4a的晶体结构。
The uncatalyzed reactions of o - substituted aromatic aldehydes with 5,5 - dimethyl - 1, 3- cyelohexanedione in DMF were studied. The condensation and addition reaction of o - substituted aromatic aldehydes(1) with 5 ,5 - dimethyl - 1,3 - cyclohexanedione (2) afforded 3 ,3 ,6,6 - tetramelhyl-4a - hydroxyl - 9 - aryl -1,8- dioxo - 2,3,4, 4a, 5 , 6, 7, 8, 9, 9a - decahydro - 1H - xanthene(3a -3d). However, treatment of o - hydroxyl - aromatic aldehydes with 5, 5 - dimethyl - 1,3-cydohexanedione under the same conditions afforded 3,3 - dimethyl - 9 - (5,5 - dimethyl - 3 - hydroxyl-2 - eyclohexene - 1 - one - 2 - yl) - 1 - oxo -2,3,4,9- tetrahydro - 1H - xanthene (4a - 4b) . The crystal structures of 3a and 4a were determined by X -ray diffraction analysis.
出处
《有机化学》
SCIE
CAS
CSCD
北大核心
1999年第5期483-488,共6页
Chinese Journal of Organic Chemistry
关键词
邻取代
芳香醛
二甲基
环已二酮
氧杂蒽
晶体
o - substituted aromatic
aldehyde
5
5- dimethyl - 1
3- cyclohexanedione
xanthene
crystal slruclure
