Synthesis of Isoquinolines from α-Aryl Vinyl Azides and Internal Alkynes by Rh-Cu Bimetallic Cooperation

Catalysts in a relay: A synthetic method for delivering highly substituted isoquinolines has been developed (see scheme; Cp*=C5Me5, DMF=N,N‐dimethylformamide, TEMPO=2,2,6,6‐tetramethylpiperidine‐1‐oxyl). A preliminary mechanistic study showed that the rhodium and copper cooperate synergistically in...

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Published inAngewandte Chemie (International ed.) Vol. 50; no. 26; pp. 5927 - 5931
Main Authors Wang, Yi-Feng, Toh, Kah Kah, Lee, Jian-Yuan, Chiba, Shunsuke
Format Journal Article
LanguageEnglish
Published Weinheim WILEY-VCH Verlag 20.06.2011
WILEY‐VCH Verlag
Wiley
Subjects
alkynes
azides
Chemistry
Chemistry, Multidisciplinary
copper
heterocycles
Physical Sciences
rhodium
Science & Technology
RU
IMINES
alkynes
COMPLEXES
BOND FORMATION
PYRROLES
azides
CARBON-HYDROGEN
FUNCTIONALIZATION
BENZAMIDES
heterocycles
copper
FREE-RADICAL REACTIONS
CATALYZED OXIDATIVE COUPLING/CYCLIZATION
rhodium
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Summary:Catalysts in a relay: A synthetic method for delivering highly substituted isoquinolines has been developed (see scheme; Cp*=C5Me5, DMF=N,N‐dimethylformamide, TEMPO=2,2,6,6‐tetramethylpiperidine‐1‐oxyl). A preliminary mechanistic study showed that the rhodium and copper cooperate synergistically in the multistep sequence.
Bibliography:ArticleID:ANIE201101009
Ministry of Education
This work was supported by funding from Nanyang Technological University and Singapore Ministry of Education (Academic Research Fund Tier 2: MOE2010-T2-1-009).
istex:33E1C81B75924D2A41EB6E3EDA39A7B3F350AEDF
Nanyang Technological University
ark:/67375/WNG-FMKBVHPT-3
This work was supported by funding from Nanyang Technological University and Singapore Ministry of Education (Academic Research Fund Tier 2: MOE2010‐T2‐1‐009).
ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
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ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201101009