催化学报 ›› 2017, Vol. 38 ›› Issue (11): 1918-1924.DOI: 10.1016/S1872-2067(17)62920-6

• 论文 • 上一篇    下一篇

可重复使用CuO纳米粒子催化微波辅助的腈和NaN3环加成反应合成5-取代1H-四唑类

R. D. Padmajaa, Sourav Rejb, Kaushik Chandaa   

  1. a 韦洛尔大学高等科学学院化学系, 韦洛尔 632014, 印度;
    b 生物工程与纳米技术研究所, 138669, 新加坡
  • 收稿日期:2017-08-07 修回日期:2017-09-16 出版日期:2017-11-18 发布日期:2017-11-24
  • 通讯作者: Kaushik Chanda

Environmentally friendly, microwave-assisted synthesis of 5-substituted 1H-tetrazoles by recyclable CuO nanoparticles via (3+2) cycloaddition of nitriles and NaN3

R. D. Padmajaa, Sourav Rejb, Kaushik Chandaa   

  1. a Department of Chemistry, School of Advanced Sciences, VIT University, Vellore-632014, India;
    b Institute of Bioengineering and Nanotechnology, A*STAR. 31 Biopolis Way, Singapore-138669
  • Received:2017-08-07 Revised:2017-09-16 Online:2017-11-18 Published:2017-11-24
  • Contact: 10.1016/S1872-2067(17)62920-6

摘要:

将可重复使用的CuO纳米粒子成功用于催化微波辅助的腈和NaN3[3+2]环加成反应高效合成5-取代1H-四唑类化合物.该法突出特点为成本低、合成快、稳定性高、可重复使用、反应条件温和、无需任何添加物、官能团兼容性好和产率高.这种环境友好的微波辅助纳米粒子催化合成策略可望替代现有的涉及常规路易斯酸催化剂方法,以及作为一种简易的合成特殊化合物的方法.

关键词: 四唑类, 氧化铜纳米粒子, (3+2)环加成, 绿色化学, 微波辐射

Abstract:

Recyclable CuO nanoparticles were successfully employed to catalyze the microwave-assisted (3+2) cycloaddition reaction between nitriles and NaN3 to efficiently synthesize 5-substituted 1H-tetrazoles. The salient features associated with this protocol are its cost effectiveness, rapid synthesis, stability, reusability, mild reaction conditions without any additives, high tolerance to various func-tional groups, and excellent yields under microwave irradiation. This environmentally friendly, microwave-assisted, nanoparticle-catalyzed synthetic methodology is seen as an alternative to conventional procedures that involve Lewis acid catalysts and a simple operation to the privileged scaffold.

Key words: Tetrazoles, CuO nanoparticles, (3+2) cycloaddition, Green chemistry, Microwave irradiation