Synthesis of Indoles through Palladium-Catalyzed Three-Component Reaction of Aryl Iodides, Alkynes, and Diaziridinone

The three-component reaction of aryl iodides, alkynes, and diaziridinone is described. The reaction provides an innovative synthetic approach for indoles. The approach features high efficiency, broad substrate scope, and excellent regioselectivity. C,C-Palladacycles should act as the intermediates....

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Bibliographic Details
Published inOrganic letters Vol. 20; no. 20; pp. 6440 - 6443
Main Authors Zhou, Bo, Wu, Zhuo, Ma, Ding, Ji, Xiaoming, Zhang, Yanghui
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 19.10.2018
Amer Chemical Soc
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
DIRECTING GROUP
FUNCTIONALIZATION
1,4-PALLADIUM MIGRATION
ANNULATION
EFFICIENT SYNTHESIS
BOND FORMATION
N BOND
INTERNAL ALKYNES
C-H ACTIVATION
INDOLIZATION
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Summary:The three-component reaction of aryl iodides, alkynes, and diaziridinone is described. The reaction provides an innovative synthetic approach for indoles. The approach features high efficiency, broad substrate scope, and excellent regioselectivity. C,C-Palladacycles should act as the intermediates. The C,C-palladacycles are obtained from simple aryl halides and alkynes and then reacted with diaziridinone to afford indoles.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
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content type line 23
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.8b02750