Copper(II)-Catalyzed Three-Component Cascade Annulation of Diaryliodoniums, Nitriles, and Alkynes: A Regioselective Synthesis of Multiply Substituted Quinolines

Three become one: Multiply substituted quinolines were synthesized from diaryliodoniums, alkynes, and nitriles by a CuII‐catalyzed method. This cascade annulation is highly regioselective, step‐economic, flexible with regard to the functional groups, and could potentially be applied to the synthesis...

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Bibliographic Details
Published inAngewandte Chemie International Edition Vol. 52; no. 20; pp. 5323 - 5327
Main Authors Wang, Yong, Chen, Chao, Peng, Jing, Li, Ming
Format Journal Article
LanguageEnglish
Published Weinheim WILEY-VCH Verlag 10.05.2013
WILEY‐VCH Verlag
Wiley
Wiley Subscription Services, Inc
EditionInternational ed. in English
Subjects
Alkynes
Alkynes - chemistry
annulation
Cascades
Catalysis
Chemical reactions
Chemistry
Chemistry, Multidisciplinary
Copper - chemistry
diaryliodonium
Functional groups
Hydrocarbons, Iodinated - chemistry
Mesylates - chemistry
Molecular Structure
Nitriles
Nitriles - chemistry
nitrogen heterocycles
Onium Compounds - chemistry
Organic chemistry
Physical Sciences
Quinoline
Quinolines - chemical synthesis
Quinolines - chemistry
Science & Technology
Synthesis
alkynes
COMPLEXES
diaryliodonium
SALTS
INDOLES
annulation
nitriles
LIGANDS
POLYVALENT IODINE COMPOUNDS
nitrogen heterocycles
CHEMISTRY
H BOND ARYLATION
EFFICIENT
ALKALOIDS
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Summary:Three become one: Multiply substituted quinolines were synthesized from diaryliodoniums, alkynes, and nitriles by a CuII‐catalyzed method. This cascade annulation is highly regioselective, step‐economic, flexible with regard to the functional groups, and could potentially be applied to the synthesis of complex molecules.
Bibliography:ark:/67375/WNG-C6GD9123-Q
istex:59FBAF1082919691F1B54B0C7D254A666D9D2ACD
This work was supported by National Natural Science Foundation of China (21102080) and Tsinghua University Initiative Scientific Research Program (2011Z02150).
ArticleID:ANIE201300586
National Natural Science Foundation of China - No. 21102080
Tsinghua University Initiative Scientific Research Program - No. 2011Z02150
ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
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ISSN:1433-7851
1521-3773
1521-3773
DOI:10.1002/anie.201300586