Ru-Catalyzed Tandem Cross-Metathesis/Intramolecular-Hydroarylation Sequence

Sometimes it only takes one to tango: A novel ruthenium‐catalyzed tandem cross‐metathesis/intramolecular‐hydroarylation reaction of alkenyl indoles has been developed which relies on a single catalyst for the tandem sequence and provides an efficient synthesis of fused polycyclic indole compounds wi...

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Published inAngewandte Chemie (International ed.) Vol. 47; no. 13; pp. 2489 - 2492
Main Authors Chen, Jia-Rong, Li, Chang-Feng, An, Xiao-Lei, Zhang, Ji-Ji, Zhu, Xiao-Yu, Xiao, Wen-Jing
Format Journal Article
LanguageEnglish
Published Weinheim WILEY-VCH Verlag 14.03.2008
WILEY‐VCH Verlag
Wiley
Subjects
Alkenes - chemistry
Catalysis
Chemistry
Chemistry, Multidisciplinary
Cross-Linking Reagents - chemistry
cross-metathesis
Cyclization
Ethylene Dichlorides - chemistry
homogeneous catalysis
hydroarylation
Hydrogen - chemistry
Indoles - chemical synthesis
Models, Chemical
Physical Sciences
ruthenium
Ruthenium - chemistry
Science & Technology
tandem reactions
Tosyl Compounds - chemistry
DOMINO REACTIONS
GRUBBS CATALYST
PYRROLIDINE DERIVATIVES
UNACTIVATED OLEFINS
INDOLES
TETRAHYDRO-BETA-CARBOLINES
ruthenium
ENYNE METATHESIS
cross-metathesis
homogeneous catalysis
RING-CLOSING METATHESIS
BOND ISOMERIZATION SEQUENCE
OLEFIN-METATHESIS
hydroarylation
tandem reactions
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Summary:Sometimes it only takes one to tango: A novel ruthenium‐catalyzed tandem cross‐metathesis/intramolecular‐hydroarylation reaction of alkenyl indoles has been developed which relies on a single catalyst for the tandem sequence and provides an efficient synthesis of fused polycyclic indole compounds with good to excellent overall yields (see scheme; Ts=4‐toluenesulfonyl, DCE=1,2‐dichloroethane, Mes=2,4,6‐Me3C6H2).
Bibliography:ArticleID:ANIE200705194
National Science Foundation of China - No. 20472021; No. 20672040
Program for New Century Excellent Talents in University - No. NCET-05-0672
istex:55212655E7CA966126C08ADC6DF87225678667D3
ark:/67375/WNG-GDWZ6PB3-7
We are grateful to the National Science Foundation of China (20472021 and 20672040) and the Program for New Century Excellent Talents in University (NCET-05-0672) for support of this research. We thank Prof. Vy Dong for fruitful discussions and Materia, Inc., Pasadena, CA for the generous gift of ruthenium catalysts.
We are grateful to the National Science Foundation of China (20472021 and 20672040) and the Program for New Century Excellent Talents in University (NCET‐05‐0672) for support of this research. We thank Prof. Vy Dong for fruitful discussions and Materia, Inc., Pasadena, CA for the generous gift of ruthenium catalysts.
ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.200705194