Access to Functionalized Isoquinoline N-Oxides via Sequential Electrophilic Cyclization/Cross-Coupling Reactions

Electrophilic cyclization of 2‐alkynylbenzaldoximes with various electrophiles leads to the formation of 4‐iodoisoquinoline N‐oxides or 4‐bromoisoquinoline N‐oxides under mild conditions. The reaction can be transferred to highly functionalized isoquinoline N‐oxides via palladium‐catalyzed cross‐cou...

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Bibliographic Details
Published inAdvanced synthesis & catalysis Vol. 350; no. 11-12; pp. 1850 - 1854
Main Authors Ding, Qiuping, Wu, Jie
Format Journal Article
LanguageEnglish
Published Weinheim WILEY-VCH Verlag 04.08.2008
WILEY‐VCH Verlag
Wiley
Subjects
2-alkynylbenzaldoximes
Chemistry
Chemistry, Applied
Chemistry, Organic
cross-coupling reaction
electrophilic cyclization
isoquinoline N-oxides
Physical Sciences
Science & Technology
ORGANIC-SYNTHESIS
cross-coupling reaction
CATALYZED ADDITION
3-COMPONENT REACTION
TERMINAL ACETYLENES
EFFICIENT SYNTHESIS
isoquinoline N-oxides
HIGHLY EFFICIENT
TANDEM NUCLEOPHILIC-ADDITION
2-alkynylbenzaldoximes
ENANTIOSELECTIVE ALLYLATION
STEREOSELECTIVE-SYNTHESIS
electrophilic cyclization
ASYMMETRIC ALLYLATION
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Summary:Electrophilic cyclization of 2‐alkynylbenzaldoximes with various electrophiles leads to the formation of 4‐iodoisoquinoline N‐oxides or 4‐bromoisoquinoline N‐oxides under mild conditions. The reaction can be transferred to highly functionalized isoquinoline N‐oxides via palladium‐catalyzed cross‐coupling reactions.
Bibliography:National Natural Science Foundation of China - No. 20772018
istex:D3EFE2B2DF17342B66327D38AF28A316D7C21CF7
ark:/67375/WNG-S01X5XCK-3
Program for New Century Excellent Talents in University - No. NCET-07-0208
ArticleID:ADSC200800301
Shanghai Pujiang Program
ObjectType-Article-2
SourceType-Scholarly Journals-1
ObjectType-Feature-1
content type line 23
ISSN:1615-4150
1615-4169
DOI:10.1002/adsc.200800301