First Author:Dong Li, Lei Liu

Correspondence Author:Hong-bin Sun, Gang Zhang

Co author:Yu Tian, Yongjian Ai, Zhike Tang

Journal:Tetrahedron

Issue:27-28

Volume:73

Impact Factor:1.8

DOI number:10.1016/j.tet.2017.05.065

Affiliation of Author(s):Department of Chemistry, Northeastern University

Teaching and Research Group:物理化学

Place of Publication:ENGLAND

Abstract:The N-unsubstituted 4-aryl-1H-1,2,3-triazoles were synthesized via the acetic acid promoted cycloaddition between P-nitrostyrenes with sodium azide under transition-metal-free conditions in a continuous flow microreactor. The continuous-flow microreactor provided a safe environment for the dangerous reagents NaN3 and nitroalkene, and offered such a rapid procedure that the triazoles were formed in less than 4 min. In addition, the excess sodium azide was quenched by the by-product HNO2 in the presence of acetic acid. The scale-up experiment proved again that the yield did not drop in the flow reaction. Moreover, the synthesis of N-unsubstituted 1,2,3-triazole was also explored via a one pot reaction with aldehyde, nitromethane and sodium azide, and this reaction was monitored with an "in-tube retention time gradient" (IT-RIG) technology, which may be a novel application of the continuous-flow microreactor. (C) 2017 Elsevier Ltd. All rights reserved.

Key Words:Continuous flow microreactor；1,2,3-Triazole；Nitroalkene；Acid promote；In-tube retention time gradient

Document Code:WOS:000403998200020

Discipline:Natural Science

First-Level Discipline:Chemistry

Page Number:3959-3965

ISSN No.:0040-4020

Translation or Not:no