A Microwave-Assisted Heck Reaction in Poly(ethylene glycol) for the Synthesis of Benzazepines

The Heck reaction of alkylated 2‐(trimethylsilyl)ethanesulfonyl (SES)‐protected β‐amino esters provides benzazepines in good yields. Good selectivity towards cyclisation was obtained when the reaction was performed in PEG 3400 as the solvent under microwave activation. Cleavage of the SES group with...

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Bibliographic Details
Published inEuropean Journal of Organic Chemistry Vol. 2007; no. 1; pp. 201 - 208
Main Authors Declerck, Valérie, Ribière, Patrice, Nédellec, Yannig, Allouchi, Hassan, Martinez, Jean, Lamaty, Frédéric
Format Book Review Journal Article
LanguageEnglish
Published Weinheim WILEY-VCH Verlag 01.01.2007
WILEY‐VCH Verlag
Wiley
Wiley-VCH Verlag
Subjects
Chemical Sciences
Chemistry
Chemistry, Organic
Microwaves
Nanoparticles
Nitrogen heterocycles
Organic chemistry
Palladium
Physical Sciences
Science & Technology
Solvent effects
microwaves
POLYMER-SUPPORTED SYNTHESIS
ORGANIC-SYNTHESIS
solvent effects
IONIC LIQUID
PALLADIUM NANOPARTICLES
nanoparticles
SOLVENT-FREE
nitrogen heterocycles
COUPLING REACTION
palladium
RECYCLABLE CATALYST
POLYETHYLENE-GLYCOL
LIQUID-PHASE SYNTHESIS
PROMOTED EFFICIENT SYNTHESIS
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Summary:The Heck reaction of alkylated 2‐(trimethylsilyl)ethanesulfonyl (SES)‐protected β‐amino esters provides benzazepines in good yields. Good selectivity towards cyclisation was obtained when the reaction was performed in PEG 3400 as the solvent under microwave activation. Cleavage of the SES group with HF provides the corresponding free benzazepine. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007)
Bibliography:istex:E1D9B00ACE032D7618D4A08689CF0EB6F6AAB7D4
ark:/67375/WNG-G573GLJH-M
ArticleID:EJOC200600680
CNRS
MENRT
ISSN:1434-193X
1099-0690
DOI:10.1002/ejoc.200600680