摘要
4-羟基-6-甲基-2-吡喃酮分别与原甲酸三氯乙酯,三(溴甲基)氧磷和1,3,5-三(溴甲基)苯经取代反应制得三-2-吡喃酮(3a^3c);3a和3b分别与二苯酮(4)通过经历4的三线激发态,横穿3的C5-C6,C5'-C6'和C5″-C6″双键经固相[2+2]光环加成反应,高位置、高配向选择性地合成了4个新型的氧杂类化合物(5a,5a',5b和5b'),其结构经1H NMR,13C NMR,IR,LR-MS和HR-MS表征。
Tri-2-pyrones （3a ～ 3c） were prepared by substitution reaction of 4-hydroxy-6-methyl-2-pyrone with tris （2-chloroehtyl） orthoformate,tris （bromomethyl） phosphine oxide and 1,3,5-tris （bromomethyl）benzene,respectively.Four novel oxetane derivatives（5a,5a＇,5b and 5b＇） were synthesized by solid-state [2 ＋ 2] photocycloaddition reactions of benzophenone（4） with 3a and 3b,respectively,with high site-and regio-selectivity across the C5-C6,C5＇-C6＇ and C5″-C6″ double bonds of 3 via the triplet excited state of 4.The structures were characterized by 1H NMR,13C NMR,IR,LR-MS and HR-MS.
出处
《合成化学》
CAS
CSCD
北大核心
2014年第3期327-330,358,共5页
Chinese Journal of Synthetic Chemistry
基金
吉林省教育厅基金资助项目[吉教科合字(2009)第438号]
