A palladium-catalyzed sequential Heck coupling/C-C bond activation approach to oxindoles with all-carbon-quaternary centers

Catalytic construction of oxindoles bearing all-carbon-quaternary centers attracts wide attention from the synthetic chemistry community. Herein, we report a palladium-catalyzed sequential Heck coupling/C-C bond activation of aryl halide-tethered alkenes with benzocyclobutenols affording a series of...

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Published inOrganic & biomolecular chemistry Vol. 2; no. 8; pp. 1642 - 1646
Main Authors Mao, Guoliang, Meng, Chenxiang, Cheng, Fangyuan, Wu, Wenbo, Gao, Yuan-Yuan, Li, Gao-Wei, Liu, Lantao
Format Journal Article
LanguageEnglish
Published CAMBRIDGE Royal Soc Chemistry 23.02.2022
Royal Society of Chemistry
Subjects
Alkenes
Carbon
Chemistry
Chemistry, Organic
Coupling
Covalent bonds
Enantiomers
Palladium
Physical Sciences
Science & Technology
FUNCTIONALIZATION
INSERTION
ASYMMETRIC-SYNTHESIS
RING-FUSED BENZOCYCLOBUTENOLS
CONSTRUCTION
SITE-SELECTIVITY
PHYSOSTIGMINE
CLEAVAGE
ENANTIOMER
H ACTIVATION
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Summary:Catalytic construction of oxindoles bearing all-carbon-quaternary centers attracts wide attention from the synthetic chemistry community. Herein, we report a palladium-catalyzed sequential Heck coupling/C-C bond activation of aryl halide-tethered alkenes with benzocyclobutenols affording a series of oxindole-derived compounds in good to excellent yields, as well as the preliminary enantioselectivity results. Catalytic construction of oxindoles bearing all-carbon-quaternary centers attracts wide attention from the synthetic chemistry community.
Bibliography:Electronic supplementary information (ESI) available. CCDC
For ESI and crystallographic data in CIF or other electronic format see DOI
10.1039/d1ob02440j
2120493
ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:1477-0520
1477-0539
DOI:10.1039/d1ob02440j