Metal-free Cross-Dehydrogenative Coupling for α-Arylation of 3-Aryloxindoles.

IF 3.5 3区化学 Q2 CHEMISTRY, MULTIDISCIPLINARY

Chemistry - An Asian Journal Pub Date : 2025-03-17 DOI:10.1002/asia.202500001

Fangzhi Hu, Peng Wang, Jiawei Li, Fengying Dong, Long Yi Jin, Shuai-Shuai Li

引用次数: 0

Abstract

The creation of quaternary carbon centers has been a formidable challenge in organic synthesis due to steric impediments, especially for the polyaryl substituted quaternary carbon centers. Up to now, a few of methods were reported for achieving the α-arylation of 3-aryloxindoles to construct 3,3-diaryloxindoles. We now asserted the TfOH-catalyzed cross-dehydrogenative coupling reaction between the tertiary C(sp³)-H and readily available arenes under air atmosphere in green reaction medium for rapid construction of 3,3-diaryloxindoles. In addition, the mechanism of the metal-free cross-dehydrogenative coupling with air as oxidant was meticulously explored.

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3-芳氧酮α-芳基化的无金属交叉脱氢偶联。

由于空间位阻的存在，在有机合成中建立季碳中心一直是一个艰巨的挑战，特别是对于聚芳基取代的季碳中心。目前报道了几种将3-芳基氧基化合物α-芳基化以构建3,3-二芳基氧基化合物的方法。在绿色反应介质中，利用tfoh催化叔碳(sp3)-H与易得芳烃在空气气氛下进行交叉脱氢偶联反应，快速合成3,3-二芳酰吲哚。此外，还对无金属交叉脱氢剂与空气作为氧化剂偶联的机理进行了深入探讨。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

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).