Rh-Catalyzed Hydroheteroarylation of Styrenes: Access to Alkylated Heteroarenes with All-Carbon Quaternary Centers

Heteroarenes are common moieties in pharmaceuticals and naturally bioactive compounds. In this work, an efficient and atom-economic rhodium and thiophenol co-catalyzed hydroheteroarylation of styrenes with heteroarenes is reported. Alkylated unprotected heteroarenes are accessed under low catalyst l...

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Bibliographic Details
Published inEuropean journal of organic chemistry Vol. 26; no. 34
Main Authors Wang, Zhen, Wang, Yi-Xin, Yang, Xiao-Hui
Format Journal Article
LanguageEnglish
Published WEINHEIM Wiley 06.09.2023
Wiley Subscription Services, Inc
Subjects
Alkylation
Carbon
Chemistry
Chemistry, Organic
Indoles
Physical Sciences
Rhodium
Science & Technology
Styrenes
ACID
1,3-DIENES
UNACTIVATED ALKENES
FUNCTIONALIZATION
heteroarenes
indoles
CONSTRUCTION
hydroheteroarylation
styrenes
INDOLE ALKALOIDS
FRIEDEL-CRAFTS ALKYLATION
HYDROCARBOFUNCTIONALIZATION
DERIVATIVES
HYDROARYLATION
rhodium
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Summary:Heteroarenes are common moieties in pharmaceuticals and naturally bioactive compounds. In this work, an efficient and atom-economic rhodium and thiophenol co-catalyzed hydroheteroarylation of styrenes with heteroarenes is reported. Alkylated unprotected heteroarenes are accessed under low catalyst loading. This protocol provides straightforward access to indoles bearing an all-carbon quaternary center at the C3-position.
ISSN:1434-193X
1099-0690
DOI:10.1002/ejoc.202300428