Scalable Electrochemical Transition‐Metal‐Free Dehydrogenative Cross‐Coupling Amination Enabled Alkaloid Clausines Synthesis

Reported herein is an environmentally benign electrochemical C−H bond dehydrogenative amination protocol for the construction of privileged carbazole moiety with broad generality. Preliminary mechanistic investigations implied a radical reaction pathway. Compared with traditional ionic routes, the s...

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Published inAdvanced synthesis & catalysis Vol. 362; no. 12; pp. 2342 - 2347
Main Authors Zhang, Pan, Li, Baoying, Niu, Liwei, Wang, Ling, Zhang, Guofeng, Jia, Xiaofei, Zhang, Guoying, Liu, Siyuan, Ma, Li, Gao, Wei, Qin, Dawei, Chen, Jianbin
Format Journal Article
LanguageEnglish
Published WEINHEIM Wiley 15.06.2020
Wiley Subscription Services, Inc
Subjects
alkaloid clausines
amination
Carbazoles
Chemistry
Chemistry, Applied
Chemistry, Organic
Cross coupling
C−H activation
Dehydrogenation
dehydrogenative cross-coupling
electrosynthesis
Hydrogen bonds
Oxidizing agents
Physical Sciences
Science & Technology
PALLADIUM
ACTIVATION
COMPLEX
DESIGN
electrosynthesis
alkaloid clausines
CATALYZED SYNTHESIS
dehydrogenative cross-coupling
C-H activation
CARBAZOLE
OXIDATIONS
amination
N BOND FORMATION
DERIVATIVES
C-H AMINATION
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Summary:Reported herein is an environmentally benign electrochemical C−H bond dehydrogenative amination protocol for the construction of privileged carbazole moiety with broad generality. Preliminary mechanistic investigations implied a radical reaction pathway. Compared with traditional ionic routes, the scalable transition‐metal and exogenous‐oxidant free strategy highlighted the green and sustainable nature of this method.
Bibliography:ObjectType-Article-1
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content type line 14
ISSN:1615-4150
1615-4169
DOI:10.1002/adsc.202000228