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使用石墨相氮化碳作为可重复使用的多相催化剂,一种通用且可持续的方法来获取具有生物学相关性的色烯并[2,3 - ]吡啶和苄基吡唑基香豆素衍生物。

Versatile and Sustainable Approach to Access Biologically Relevant Chromeno[2,3-]pyridine and Benzylpyrazolyl Coumarin Derivatives Using Graphitic Carbon Nitride as a Reusable Heterogeneous Catalyst.

作者信息

Gajurel Sushmita, Sarkar Rajib, Sarkar Fillip Kumar, Kyndiah Lenida, Pal Amarta Kumar

机构信息

Department of Chemistry, North-Eastern Hill University, Shillong 793022, Meghalaya, India.

出版信息

ACS Omega. 2022 Dec 13;7(51):48087-48099. doi: 10.1021/acsomega.2c06070. eCollection 2022 Dec 27.

Abstract

Herein, the synthesis of graphitic carbon nitride (g-CN) via the simple heating of cheap and readily available urea as the starting material has been reported. The catalytic activity of the prepared g-CN was investigated for the synthesis of chromeno[2,3-]pyridine and benzylpyrazolyl coumarin derivatives in an ethanol medium. The reactions were performed under mild conditions to achieve widely functionalized target products in a one-pot operation. The as-synthesized g-CN, being a heterogeneous catalyst, demonstrates excellent recyclability up to the 5th consecutive run without a significant decrease in its catalytic activity and yield of the product. A gram-scale reaction was performed to demonstrate the industrial applications of the present protocol. The green chemistry metrics such as environmental factor (E-factor), atom economy (AE), carbon efficiency (CE), and reaction mass efficiency (RME) were calculated and found to be very close to the ideal values. Additionally, operation simplicity, wide substrate scope, easy reusability of the catalyst, and avoidance of metal contamination in the products drive the process toward green and sustainable development.

摘要

在此,已报道了通过简单加热廉价且易于获得的尿素作为起始原料来合成石墨相氮化碳(g-CN)。研究了制备的g-CN在乙醇介质中合成色烯并[2,3 -]吡啶和苄基吡唑基香豆素衍生物的催化活性。反应在温和条件下进行,以通过一锅法操作获得广泛官能化的目标产物。所合成的g-CN作为非均相催化剂,在连续运行5次时表现出优异的可回收性,其催化活性和产物收率均无显著下降。进行了克级反应以证明本方法的工业应用。计算了诸如环境因子(E-因子)、原子经济性(AE)、碳效率(CE)和反应质量效率(RME)等绿色化学指标,发现它们非常接近理想值。此外,操作简单、底物范围广、催化剂易于重复使用以及避免产物中金属污染推动了该过程朝着绿色和可持续发展的方向发展。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/59ad/9798746/2436fcef6eb6/ao2c06070_0005.jpg

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