Iron-catalyzed one-pot cyclization and amination of 2-alkynylthioanisoles using nitrosobenzenes as the amine source

A direct strategy for the synthesis of 3-phenylaminobenzothiophene via iron-catalyzed cyclization of 2-alkynylthioanisoles and nitrosoarenes is presented in this work. This method realizes the construction and amination of the benzothiophene ring in which nitrosoarenes serve as the amine source. Var...

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Bibliographic Details
Published inORGANIC CHEMISTRY FRONTIERS Vol. 9; no. 15; pp. 4085 - 4090
Main Authors Ren, Yi, An, Zhenyu, Zhao, Pengbo, Li, Mengxing, Yan, Rulong
Format Journal Article
LanguageEnglish
Published CAMBRIDGE Royal Soc Chemistry 26.07.2022
Royal Society of Chemistry
Subjects
Amination
Benzothiophene
Chemical synthesis
Chemistry
Chemistry, Organic
Functional groups
Iron
Organic chemistry
Physical Sciences
Science & Technology
BENZAMIDES
C-H AMIDATION
ARENES
ARYLATION
LAM COUPLING REACTIONS
SYNTHETIC ROUTE
DIARYLAMINES
DERIVATIVES
ULLMANN
N BOND-FORMATION
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Summary:A direct strategy for the synthesis of 3-phenylaminobenzothiophene via iron-catalyzed cyclization of 2-alkynylthioanisoles and nitrosoarenes is presented in this work. This method realizes the construction and amination of the benzothiophene ring in which nitrosoarenes serve as the amine source. Various functional groups are tolerated in this reaction and the desired products are obtained in moderate yields.
ISSN:2052-4129
2052-4110
2052-4110
DOI:10.1039/d2qo00535b