Silver(I)-Mediated CH Amination of 2-Alkenylanilines: Unique Solvent-Dependent Migratory Aptitude

A highly effective silver(I)‐mediated CH amination of 2‐alkenylanilines has been developed to afford a diverse range of substituted indoles. High functional group tolerance, broad substrate scope, simple/fast/high‐yielding reaction, and recovery/reuse of the inexpensive silver oxidant are noteworth...

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Bibliographic Details
Published inAdvanced synthesis & catalysis Vol. 357; no. 1; pp. 227 - 234
Main Authors Youn, So Won, Ko, Tae Yun, Jang, Min Jung, Jang, Su San
Format Journal Article
LanguageEnglish
Published Weinheim WILEY-VCH Verlag 12.01.2015
WILEY‐VCH Verlag
Wiley
Subjects
Aptitude
Catalysis
Chemistry
Chemistry, Applied
Chemistry, Organic
cyclization
Functional groups
indoles
migration
Oxidants
oxidation
Physical Sciences
Reuse
Science & Technology
Silver
Synthesis
Tolerances
MEDIATED SYNTHESIS
oxidation
CONVENIENT
cyclization
FUNCTIONALIZATION
indoles
HETEROCYCLES
4-SUBSTITUTED INDOLES
PALLADIUM-CATALYZED REACTIONS
CONSTRUCTION
migration
silver
REGIOCONTROLLED SYNTHESIS
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Summary:A highly effective silver(I)‐mediated CH amination of 2‐alkenylanilines has been developed to afford a diverse range of substituted indoles. High functional group tolerance, broad substrate scope, simple/fast/high‐yielding reaction, and recovery/reuse of the inexpensive silver oxidant are noteworthy. Furthermore, an uncommon migratory process of β‐monosubstituted 2‐alkenylanilines with solvent‐dependence was demonstrated.
Bibliography:MSIP - No. Nos. 2012R1A1A2041471, 2012M3A7B4049654, and 2014-011165
istex:4E27116DCC01FBAAC41399C9CD23FF1F2864A531
Ministry of Education
National Research Foundation of Korea (NRF)
ArticleID:ADSC201400759
Basic Science Research Program
Nano⋅Material Technology Department Program
ark:/67375/WNG-JT7HKZK7-C
ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:1615-4150
1615-4169
DOI:10.1002/adsc.201400759