BF3·OEt2 Promoted 1,6-Conjugate Addition of para-Quinone Methides: A Regioselective Approach to Diarylmethyl-Substituted Carbo- and Heterocycles.

IF 3.3 3区 化学 Q2 CHEMISTRY, MULTIDISCIPLINARY
Megha Rawat, Rajnish Budhwan, Anoop Yadav, Rama Krishna Peddinti
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引用次数: 0

Abstract

In this work, we report a base-free and transition metal-free 1,6-conjugate addition strategy for synthesizing unsymmetrical diaryl-substituted methanes possessing carbo- and heterocycles such as 1,3-indandione, aminouracils, and barbituric acid derivatives from para-quinone methides (p-QMs) using BF3·OEt2 as promoter. The high functional group tolerance, good to excellent yields, and mild reaction conditions of this protocol underscore its significant potential for the synthesis of a broad spectrum of titled products. Furthermore, gram-scale synthesis and versatile subsequent conversions highlight the synthetic utility of these scaffolds.

BF3·OEt2促进对醌类化合物1,6-共轭加成:二芳基甲基取代碳环和杂环的区域选择性方法
在这项工作中,我们报道了一种无碱和无过渡金属的1,6-共轭加成策略,用于以对苯二酚(BF3·OEt2)为启动子,合成具有碳环和杂环的不对称二芳基取代甲烷,如1,3-茚二酮、氨基嘧啶和巴比妥酸衍生物。该工艺的高官能团耐受性、良好到优异的产率和温和的反应条件突出了其合成广谱标题产品的巨大潜力。此外,克级合成和多用途的后续转化突出了这些支架的合成效用。
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来源期刊
Chemistry - An Asian Journal
Chemistry - An Asian Journal 化学-化学综合
CiteScore
7.00
自引率
2.40%
发文量
535
审稿时长
1.3 months
期刊介绍: Chemistry—An Asian Journal is an international high-impact journal for chemistry in its broadest sense. The journal covers all aspects of chemistry from biochemistry through organic and inorganic chemistry to physical chemistry, including interdisciplinary topics. Chemistry—An Asian Journal publishes Full Papers, Communications, and Focus Reviews. A professional editorial team headed by Dr. Theresa Kueckmann and an Editorial Board (headed by Professor Susumu Kitagawa) ensure the highest quality of the peer-review process, the contents and the production of the journal. Chemistry—An Asian Journal is published on behalf of the Asian Chemical Editorial Society (ACES), an association of numerous Asian chemical societies, and supported by the Gesellschaft Deutscher Chemiker (GDCh, German Chemical Society), ChemPubSoc Europe, and the Federation of Asian Chemical Societies (FACS).
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