新型杯[4]芳烃活化KOH催化合成O,O-二烷基-S-芳(烷)基磷酸酯

doi:10.6023/cjoc201506018

有机化学 ›› 2015, Vol. 35 ›› Issue (12): 2636-2641.DOI: 10.6023/cjoc201506018 上一篇下一篇

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新型杯[4]芳烃活化KOH催化合成O,O-二烷基-S-芳(烷)基磷酸酯

欧阳跃军^a,b, 邱仁华^b, 陈四海^b, 陈锦杨^b, 许新华^b

a 怀化学院化学与化学工程系怀化 428000;
b 湖南大学化学化工学院长沙 410082

收稿日期:2015-06-15 修回日期:2015-08-05 发布日期:2015-08-26
通讯作者: 许新华 E-mail:xhx1581@hnu.edu.cn
基金资助:
国家自然科学基金(Nos. 21273068, 21172061)、湖南省科技计划(No. 2013FJ3023)资助项目.

KOH-Catalyzed Synthesis of O,O-Dialkyl-S-aryl Phosphoroselenoates Activated by Novel Calix[4]arene

Ouyang Yuejun^a,b, Qiu Renhua^b, Chen Sihai^b, Chen Jinyang^b, Xu Xinxu^b

a Department of Chemistry and Chemical Engineering, Huaihua University, Huaihua 418000;
b College of Chemistry and Chemical Engineering, Hunan University, Changsha 410082

Received:2015-06-15 Revised:2015-08-05 Published:2015-08-26
Supported by:
Project supported by the National Natural Science Foundation of China (Nos. 21273068, 21172061), the Planned Science and Technology Project of Hunan Province (No. 2013FJ3023).

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1. 新型杯[4]芳烃活化KOH催化合成O,O-二烷基-S-芳(烷)基磷酸酯.PDF(2878KB)

摘要/Abstract

合成了新型杯[4]芳烃3, 实验表明在杯[4]芳烃3 (5.0 mol%)和KOH (20 mol%)存在下, O,O-二烷基亚膦酸酯与二芳(烷)基二硫醚的反应有效进行, 较高产率得到O,O-二烷基-S-芳(烷)基磷酸酯. 杯[4]芳烃3经6次重复实验后, 反应产率没有明显降低. 本方法避免了有恶臭气味、毒性较大的试剂的使用, 为磷酸硫酯的合成提供了一条简便有效的路径.

关键词: 新型杯芳烃, 二芳(烷)基二硫醚, O,O-二烷基亚膦酸酯, O,O-二烷基-S-芳(烷)基磷酸酯

A novel calix[4]arene 3 was synthesized. The experimental results show that the reactions of O,O-dialkylphos- phonates and diaryl(alkyl) disulfides proceed efficiently in the presence of calix[4]arene 3 (5.0 mol%) and KOH (20 mol%), affording O,O-dialkyl-S-aryl(alkyl)phosphoroselenoates in good to excellent yields. The yields of desired products do not reduce after recycling for 6 times of calix[4]arene 3. Hence, a convenient and efficient method for the preparation of O,O-dial- kyl-S-aryl(alkyl)phosphoroselenoates was provided, avoiding the use of some foul and toxic reagents.

Key words: novel calix[4]arene, diaryl(alkyl) disulfide, O,O-dialkylphosphonate, O,O-dialkyl-S-aryl(alkyl)phosphoro-selenoate

引用此文

欧阳跃军, 邱仁华, 陈四海, 陈锦杨, 许新华. 新型杯[4]芳烃活化KOH催化合成O,O-二烷基-S-芳(烷)基磷酸酯[J]. 有机化学, 2015, 35(12): 2636-2641.

Ouyang Yuejun, Qiu Renhua, Chen Sihai, Chen Jinyang, Xu Xinxu. KOH-Catalyzed Synthesis of O,O-Dialkyl-S-aryl Phosphoroselenoates Activated by Novel Calix[4]arene[J]. Chin. J. Org. Chem., 2015, 35(12): 2636-2641.

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新型杯[4]芳烃活化KOH催化合成O,O-二烷基-S-芳(烷)基磷酸酯

KOH-Catalyzed Synthesis of O,O-Dialkyl-S-aryl Phosphoroselenoates Activated by Novel Calix[4]arene

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