6-Bromo-3,4-dihydro-2H-1,4-benzoxazine hydrochloride (1:1)
CAS Number:
1260803-10-8
Molecular Formula:
C8H9BrClNO
Facile access to 2-hydroxy-2-substituted indole-3-ones via a copper-catalyzed oxidative cyclization of 2-arylethynylanilines
Literature Information
Publication Date
2023-05-15
DOI
10.1039/D3CC01390A
Impact Factor
6.222
Authors
Weiqiang Sun, Xueli Cui, Jing Qu, Xiaojia Cai, Jinhui Hu, Zhuang Xiong, Suqin Guo, Wen-Hua Chen, Jia-Qiang Wu
View Original
Abstract
This paper reports a practical and versatile oxidative cyclization of 2-arylethynylanilines towards 2-hydroxy-2-substituted indol-3-ones via a copper-catalyzed radical approach in the presence of O2. The transformation of 2-hydroxy-2-arylindol-3-ones to 3-hydroxy-3-arylindol-2-ones proceeds well with good yields and highlights the practicability and utility of this catalytic system. Mechanistic investigations showed that the acetyl substituent on 2-arylaethynylanilines played an important role in the formation of the cyclic products and the reaction proceeded via an N-center radical-based 5-endo-dig aza-cyclization pathway.
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Source Journal
Chemical Communications
CiteScore:
8.6
Self-citation Rate:
4.7%
Articles per Year:
2458
ChemComm publishes urgent research which is of outstanding significance and interest to experts in the field, while also appealing to the journal’s broad chemistry readership. Our communication format is ideally suited to short, urgent studies that are of such importance that they require accelerated publication. Our scope covers all topics in chemistry, and research at the interface of chemistry and other disciplines (such as materials science, nanoscience, physics, engineering and biology) where there is a significant novelty in the chemistry aspects. Major topic areas covered include: Analytical Chemistry Catalysis Chemical Biology and medicinal chemistry Computational Chemistry and Machine Learning Energy and sustainable chemistry Environmental Chemistry Green Chemistry Inorganic Chemistry Materials Chemistry Nanoscience Organic Chemistry Physical Chemistry Polymer Chemistry Supramolecular Chemistry
Recommended Compounds
2,2-dideuterio-2-(3,4,5,6-tetradeuterio-2-pyridyl)acetic acid;hydrochloride
CAS Number:
1329799-67-8
Molecular Formula:
C7H2ClD6NO2
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