Modular Synthesis of Alkylarylazo Compounds via Iron(III)-Catalyzed Olefin Hydroamination

A novel Fe-catalyzed olefin hydroamination with aryldiazo sulfones for accessing alkylarylazo compounds has been successfully developed. Aryldiazo sulfones are used as radical acceptors, and N–N double bonds will be regenerated when an arene sulfonyl group leaves. The reaction features mild reaction...

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Published inOrganic letters Vol. 21; no. 7; pp. 2261 - 2264
Main Authors Zhang, Yan, Huang, Chenchao, Lin, Xinru, Hu, Qi, Hu, Boyue, Zhou, Yulu, Zhu, Gangguo
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 05.04.2019
Amer Chemical Soc
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
MIGRATION
INTERMOLECULAR RADICAL-ADDITION
COUPLING REACTIONS
ANILINES
C-C
BOND FORMATION
CYCLIZATION
ACCESS
UNACTIVATED ALKENES
DECARBOXYLATIVE ALKYNYLATION
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Summary:A novel Fe-catalyzed olefin hydroamination with aryldiazo sulfones for accessing alkylarylazo compounds has been successfully developed. Aryldiazo sulfones are used as radical acceptors, and N–N double bonds will be regenerated when an arene sulfonyl group leaves. The reaction features mild reaction conditions and a broad substrate scope, allowing access to many azo compounds that would be difficult or perhaps impossible to access using other methods.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
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ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.9b00540