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三组分串联反应合成多环稠合1,5-苯并氧氮杂化合物

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以邻氨基苯酚、β-环状二酮、芳香醛为原料,无水乙醇为溶剂,对甲苯磺酸为催化剂,通过三组分串联反应一锅合成了 5种新型的多环稠合1,5-苯并氧氮杂化合物.该串联反应实现了在一个反应体系中构建同时含有O,N杂原子的七元环和4个新化学键(C—O,C—N,C=C和C—C),并提出了 2种可能的反应机理.该方法具有反应条件温和、绿色环保、操作简单、产率优良等优点,为多环稠合1,5-苯并氧氮杂化合物的制备提供了新的参考方法.
Synthesis of Polycyclic Fused 1,5-benzoxazepine Compounds by Three-component Tandem Reaction
Using o-aminophenol,β-cyclic diketones and aromatic aldehydes as raw materials,anhydrous ethanol as solvent,and p-toluenesulfonic acid as catalyst,five new types of polycyclic 1,5-benzoxazepines were synthesized by one-pot three-component tandem reaction.This tandem reaction achieved the synthesis of seven-membered rings containing both oxygen and nitrogen heteroatoms,along with four new chemical bonds(C—O,C—N,C=C and C—C)in a reaction system.Additionally,two possible reaction mechanisms were proposed.This method has advantages including simple and mild reaction conditions,environmental friendliness,and high yields,which provides a novel reference for the synthesis of polycyclic 1,5-benzoxaz-epine compounds.

1,5-benzoxazepinethree-component tandem reactionone-pot synthesisreaction mecha-nism

李司琪、刘念、王兰芝

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河北师范大学化学与材料科学学院,河北省有机功能分子重点实验室,石家庄 050024

1,5-苯并氧氮杂 三组分串联反应 一锅合成 反应机理

2025

河北师范大学学报(自然科学版)
河北师范大学

河北师范大学学报(自然科学版)

影响因子:0.291
ISSN:1000-5854
年,卷(期):2025.49(1)