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.
出处
《烟台大学学报（自然科学与工程版）》
CAS
北大核心
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)
