Terminal methyl as a one-carbon synthon: synthesis of quinoxaline derivatives via radical-type transformation

An iron-promoted method for the construction of pyrrolo[1,2- a ]quinoxaline derivatives has been developed. Ferric chloride served as a promoter and as a Lewis acid in the reaction. Solvents provided the corresponding carbon sources simultaneously. The majority of solvents with terminal methyl group...

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Bibliographic Details
Published in:New journal of chemistry 2020-02, Vol.44 (6), p.2465-2470
Main Authors: Wang, Xinfeng, Liu, Huanhuan, Xie, Caixia, Zhou, Feiyu, Ma, Chen
Format: Article
Language:English
Subjects:
Amines
Carbon
Derivatives
Dimethyl sulfoxide
Ethers
Ferric chloride
Iron chlorides
Lewis acid
Quinoxalines
Solvents
Substrates
Synthesis
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Summary:An iron-promoted method for the construction of pyrrolo[1,2- a ]quinoxaline derivatives has been developed. Ferric chloride served as a promoter and as a Lewis acid in the reaction. Solvents provided the corresponding carbon sources simultaneously. The majority of solvents with terminal methyl groups, including ethers, amines and dimethyl sulfoxide, were reactive in the synthesis of quinoxaline derivatives at a certain yield via C–H(sp 3 ) amination/C–O or C–N (C–S) cleavage. This method was applicable to a wide range of pyrrolo[1,2- a ]quinoxaline and indolo[1,2- a ]quinazoline substrates.
ISSN:1144-0546
1369-9261
DOI:10.1039/C9NJ04910J