通过炔烃和光激发硝基烯烃的脱羰基缩合合成无金属和光催化剂的酰胺。

IF 5.4 3区 材料科学 Q2 CHEMISTRY, PHYSICAL
ACS Applied Energy Materials Pub Date : 2024-10-04 Epub Date: 2024-09-24 DOI:10.1021/acs.orglett.4c02513
Rongqi Cui, Qian Liao, Yuanxia Zhao, Lifang Wang, Yongqiang Zhang, Shuyang Liu, Ziyu Gan, Yufei Chen, Yi Shi, Lei Shi, Min Li, Yunhe Jin
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引用次数: 0

摘要

根据硝基烯烃的内在光活性,我们在此开发了一种实用的布氏酸催化脱羰基酰胺合成方法,该方法由炔烃和光激发硝基烯烃组成,无需任何金属或光催化剂。该方法与水和空气相容,对底物的适用性广,对官能团的耐受性好,在放大合成、后期官能化和全合成方面应用广泛。机理研究和 DFT 计算证明,该方法涉及 1,3,2-二恶唑中间体,气态一氧化碳是生成酰胺过程中唯一的副产品。
本文章由计算机程序翻译,如有差异,请以英文原文为准。

Metal and Photocatalyst-Free Amide Synthesis via Decarbonylative Condensation of Alkynes and Photoexcited Nitroarenes.

Metal and Photocatalyst-Free Amide Synthesis via Decarbonylative Condensation of Alkynes and Photoexcited Nitroarenes.

Depending on the intrinsic photoactivity of nitroarenes, we herein developed a practical Brønsted acid-catalyzed decarbonylative amide synthesis from alkynes and photoexcited nitroarenes without any metal or photocatalyst. This method exhibited compatibility with water and air, broad substrate applicability, marvelous functional group tolerance, and wide applications in scale-up synthesis, late-stage functionalization, and total synthesis. Mechanism studies and DFT calculations supported that a 1,3,2-dioxazole intermediate was involved, and gaseous carbon monoxide was the only byproduct during amide construction.

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来源期刊
ACS Applied Energy Materials
ACS Applied Energy Materials Materials Science-Materials Chemistry
CiteScore
10.30
自引率
6.20%
发文量
1368
期刊介绍: ACS Applied Energy Materials is an interdisciplinary journal publishing original research covering all aspects of materials, engineering, chemistry, physics and biology relevant to energy conversion and storage. The journal is devoted to reports of new and original experimental and theoretical research of an applied nature that integrate knowledge in the areas of materials, engineering, physics, bioscience, and chemistry into important energy applications.
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