One-pot multi-component synthesis of 2-Amino-4H-chromenes catalyzed by a fiber super base under mild conditions

IF 2.1 3区 化学 Q2 CHEMISTRY, ORGANIC Tetrahedron Pub Date : 2024-09-19 DOI:10.1016/j.tet.2024.134282
Haitao Cui , Pengyu Li , Huijun Zhao , Yongqiang Chen , Yahui Yuan , Yuan Liu , Wenying Ai , Mingli Jiao
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Abstract

Heterogeneous catalysis is a crucial component of green chemistry. In this study, a series of polyacrylonitrile fiber (PANF) catalysts, specifically PANF-TBDs, were developed by immobilizing the commonly utilized super organic base 1,5,7-triazabicyclo [4.4.0] dec-5-ene (TBD) onto commercially accessible PANF. This novel catalyst facilitates the effective and eco-friendly one-pot synthesis of 2-amino-4H-chromene. Moreover, an investigation into the impact of modification density on the catalytic efficacy of PANF-TBDs have been conducted. It was observed that PANF-TBD(2.0) with a higher TBD graft density can yield exceptional results, even surpassing 96 %, in a mere 30 min at a mild temperature 30 °C when utilizing water as a green and easily available solvent. Furthermore, the catalyst can be effortlessly isolated from the reaction system and displays notable reusability for a minimum of 10 cycles without show obvious decline in performance.

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纤维超强碱在温和条件下催化的 2-氨基-4H-苯的一锅多组分合成
异相催化是绿色化学的重要组成部分。在本研究中,通过将常用的超级有机碱 1,5,7- 三氮杂双环 [4.4.0] 癸-5-烯(TBD)固定在市售的聚丙烯腈纤维(PANF)上,开发了一系列聚丙烯腈纤维催化剂,特别是 PANF-TBD。这种新型催化剂有助于高效、环保地实现 2-氨基-4H-色烯的一锅合成。此外,还研究了改性密度对 PANF-TBD 催化效率的影响。结果表明,当使用水作为一种绿色且易于获得的溶剂时,具有较高 TBD 接枝密度的 PANF-TBD(2.0) 能在 30 °C 的温和温度下,在短短 30 分钟内产生卓越的效果,甚至超过 96%。此外,这种催化剂还可以毫不费力地从反应体系中分离出来,并可重复使用至少 10 个循环,而性能不会明显下降。
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来源期刊
Tetrahedron
Tetrahedron 化学-有机化学
CiteScore
3.90
自引率
4.80%
发文量
439
审稿时长
34 days
期刊介绍: Tetrahedron publishes full accounts of research having outstanding significance in the broad field of organic chemistry and its related disciplines, such as organic materials and bio-organic chemistry. Regular papers in Tetrahedron are expected to represent detailed accounts of an original study having substantially greater scope and details than that found in a communication, as published in Tetrahedron Letters. Tetrahedron also publishes thematic collections of papers as special issues and ''Reports'', commissioned in-depth reviews providing a comprehensive overview of a research area.
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