2,4-二芳基吡啶并[4.3-c]异苯并-3,4-二氢-1H-吡喃的合成  

Synthesis of 2,4-Diarylpyridino[4,3-c]-3,4-Dihydroisobenzopyran

作　　者：刘超[1] 王朋[1] 张朋[1] 赵丽丽[2] 王进军[1,2] 

机构地区：[1]烟台大学药学院,山东烟台264005 [2]烟台大学化学生物理工学院,山东烟台264005

出　　处：《烟台大学学报（自然科学与工程版）》2010年第2期96-100,共5页Journal of Yantai University(Natural Science and Engineering Edition)

基　　金：山东省自然科学基金项目(Y2008B49)

摘　　要：以邻甲基苯甲酸乙酯为起始原料,先后经过NBS溴代、与羟基乙酸乙酯成醚、分子内克莱森缩合以及β-酮酯的脱羧反应,以34%的总收率得到异苯并二氢吡喃酮-4.在碱性条件下异苯并二氢吡喃酮-4与查尔酮发生麦克尔加成,所得到的加成产物在硫酸铁铵作用下实施关环,完成了2,4-二芳基吡啶并[4.3-c]-3,4-二氢-1H-苯并吡喃衍生物的合成.所合成的新化合物均经IR,1HNMR及元素分析证明其结构.3,4-Dihydroisobenzopyran-4-one is synthesized with the total yield of 34% from ethyl o-methylbenzoate as starting material by bromination with NBS, etherification with ethyl hydroxylacetate, intra-molecular Claisen condensation and decarboxylation for β-ketoester. The Michael addition of 3,4-dihydroisobenzopyran- 4-one with chalcone in the basic condition gives an adduct which is converted into 2,4-diarylpyridino[ 4,3-c ] -3,4-dihydroisobenzopyran by cyclization with ammonium ferric sulfate dodecahy-drate. The structures of all the new compounds are characterized by elemental analysis, UV, IR and 1^ H NMR spectra.

关 键 词：查尔酮 异苯并二氢吡喃 吡啶并[4.3-c]异苯并二氢吡喃 杂环合成 

分 类 号：O62[理学—有机化学]