General and Selective Iron-Catalyzed Aminocarbonylation of Alkynes: Synthesis of Acryl- and Cinnamides

Entering the iron age: The first general method for iron‐catalyzed monocarbonylation of alkynes has been developed. A range of structurally diverse cinnamides and acrylamides have been obtained smoothly starting from commercially available amines and alkynes in the presence of [Fe3(CO)12] and ligand...

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Published inAngewandte Chemie (International ed.) Vol. 50; no. 2; pp. 537 - 541
Main Authors Driller, Katrin Marie, Prateeptongkum, Saisuree, Jackstell, Ralf, Beller, Matthias
Format Journal Article
LanguageEnglish
Published Weinheim Wiley-VCH Verlag 10.01.2011
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Abstract Entering the iron age: The first general method for iron‐catalyzed monocarbonylation of alkynes has been developed. A range of structurally diverse cinnamides and acrylamides have been obtained smoothly starting from commercially available amines and alkynes in the presence of [Fe3(CO)12] and ligand L (see scheme). The method is highly chemo‐ and regioselective and requires no expensive catalyst.
AbstractList Entering the iron age: The first general method for iron‐catalyzed monocarbonylation of alkynes has been developed. A range of structurally diverse cinnamides and acrylamides have been obtained smoothly starting from commercially available amines and alkynes in the presence of [Fe3(CO)12] and ligand L (see scheme). The method is highly chemo‐ and regioselective and requires no expensive catalyst.
Author Beller, Matthias
Jackstell, Ralf
Driller, Katrin Marie
Prateeptongkum, Saisuree
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  fullname: Beller, Matthias
BackLink https://www.ncbi.nlm.nih.gov/pubmed/21120980$$D View this record in MEDLINE/PubMed
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Issue 2
Keywords cinnamides
P-ARYLTHIO CINNAMIDES
EFFICIENT SYNTHESIS
TRANSFER HYDROGENATION
ALPHA,BETA-UNSATURATED AMIDES
CARBONYL-COMPLEXES
CROSS-COUPLING REACTIONS
homogeneous catalysis
acrylamides
iron
METAL
(E)-ALPHA,BETA-UNSATURATED AMIDES
carbonylation
ALLYLIC SUBSTITUTION
CYCLOBUTENEDIONES
Language English
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Notes http://dx.doi.org/10.1002/anie.201005823
ArticleID:ANIE201005823
Deutsche Forschungsgemeinschaft
This work was funded by the the Deutsche Forschungsgemeinschaft (Graduiertenkolleg 1213 and Leibniz-price). We thank Dr. C. Fischer, S. Buchholz, S. Schareina, A. Kammer, K. Fiedler, A. Lehmann, I. Stahr, A. Koch, and Dr. W. Baumann for their excellent technical and analytical support.
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This work was funded by the the Deutsche Forschungsgemeinschaft (Graduiertenkolleg 1213 and Leibniz‐price). We thank Dr. C. Fischer, S. Buchholz, S. Schareina, A. Kammer, K. Fiedler, A. Lehmann, I. Stahr, A. Koch, and Dr. W. Baumann for their excellent technical and analytical support.
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e_1_2_4_112_2
e_1_2_4_81_2
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e_1_2_4_43_2
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e_1_2_4_32_2
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e_1_2_4_115_2
e_1_2_4_13_2
e_1_2_4_59_2
e_1_2_4_97_2
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e_1_2_4_36_2
e_1_2_4_78_2
e_1_2_4_17_2
e_1_2_4_111_2
e_1_2_4_82_2
e_1_2_4_40_2
e_1_2_4_44_2
e_1_2_4_40_3
e_1_2_4_21_2
e_1_2_4_63_2
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e_1_2_4_106_2
e_1_2_4_25_2
e_1_2_4_67_2
e_1_2_4_106_3
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SSID ssj0028806
Score 2.3980594
Snippet Entering the iron age: The first general method for iron‐catalyzed monocarbonylation of alkynes has been developed. A range of structurally diverse cinnamides...
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StartPage 537
SubjectTerms acrylamides
Alkynes
carbonylation
Chemistry
Chemistry, Multidisciplinary
cinnamides
homogeneous catalysis
iron
Physical Sciences
Science & Technology
Title General and Selective Iron-Catalyzed Aminocarbonylation of Alkynes: Synthesis of Acryl- and Cinnamides
URI https://api.istex.fr/ark:/67375/WNG-8QXMWW30-X/fulltext.pdf
https://onlinelibrary.wiley.com/doi/abs/10.1002%2Fanie.201005823
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https://www.ncbi.nlm.nih.gov/pubmed/21120980
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