Visible-Light-Driven Palladium-Catalyzed Radical Tandem Dearomatization of Indoles with Unactivated Alkenes

A mild visible-light-driven palladium-catalyzed radical tandem dearomatization of indoles with unactivated alkenes is described with moderate to good yields and good to excellent diastereoselectivities. Under visible-light irradiation, the photoexcited state of the palladium complex was formed, whic...

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Bibliographic Details
Published inOrganic letters Vol. 24; no. 5; pp. 1213 - 1218
Main Authors Chen, Su, Van Meervelt, Luc, Van der Eycken, Erik V, Sharma, Upendra K
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 11.02.2022
Amer Chemical Soc
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
OLEFINS
HECK REACTION
PHOTOREDOX CATALYSIS
ALKYL-HALIDES
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Summary:A mild visible-light-driven palladium-catalyzed radical tandem dearomatization of indoles with unactivated alkenes is described with moderate to good yields and good to excellent diastereoselectivities. Under visible-light irradiation, the photoexcited state of the palladium complex was formed, which could transfer a single electron to N-(2-bromobenzoyl)­indoles, leading to a hybrid palladium radical chemistry. This provides efficient and atom-economical access to diverse 2,3-disubstituted indoline derivatives.
Bibliography:ObjectType-Article-1
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ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.1c04390