Recyclable Acid–Base Bifunctional Core–Shell–Shell Nanosphere Catalyzed Synthesis of 5-Aryl-1H-1,2,3-triazoles through the “One-Pot” Cyclization of Aldehydes, Nitromethane, and Sodium Azide

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First Author:Lei Liu

Correspondence Author:Qionglin Liang,Hong-Bin Sun

Co author:Yongjian Ai,Dong Li, Li Qi, Junjie Zhou, Zhike Tang,Zixing Shao

Journal:Chemcatchem

Issue:16

Volume:9

Impact Factor:4.6

DOI number:10.1002/cctc.201700401

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

Teaching and Research Group:物理化学

Place of Publication:GERMANY

Abstract:A magnetically separable core-shell-shell nanosphere, Fe3O4@nSiO(2)-SO3H@MS-NHCOCH3 (n = nonporous, MS = microporous SiO2), was fabricated as an acid-base collaborative catalyst for the three-component cyclization of aromatic aldehydes, nitroalkane, and sodium azide to afford 1H-1,2,3-triazoles. The bifunctional heterogeneous catalyst showed high activity for this transformation and good chemoselectivity, and toxic HN3 was not released during the course of the reaction. A variety of aldehydes were transformed into the corresponding 5-aryl-1H-1,2,3-triazoles in up to 98% yield. Furthermore, the catalyst could be recovered by using an external magnetic field and reused many times without any loss in activity. In contrast, a homogeneous catalyst system comprising ammonium acetate/acetic acid also worked in this three-component cyclization to afford 1H-1,2,3-triazoles.

Document Code:WOS:000408175500008

Discipline:Natural Science

First-Level Discipline:Chemistry

Page Number:3131-3137

ISSN No.:1867-3880

Translation or Not:no