Gold Catalysis: Isolation of Vinylgold Complexes Derived from Alkynes

Gold plated rings: N‐Propargylcarboxamides (1) when reacted with a gold complex containing the IPr N‐heterocyclic carbene ligand, delivers the first isolable vinylgold intermediates obtained from alkynes. [see Scheme; IPr=1,3‐bis(2,6‐diisopropylphenyl)imidazol‐2‐ylide]

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Bibliographic Details
Published inAngewandte Chemie (International ed.) Vol. 48; no. 44; pp. 8247 - 8249
Main Authors Hashmi, A. Stephen K, Schuster, Andreas M, Rominger, Frank
Format Journal Article
LanguageEnglish
Published Weinheim Wiley-VCH Verlag 19.10.2009
WILEY-VCH Verlag
WILEY‐VCH Verlag
Wiley
Subjects
alkynes
amides
Chemistry
Chemistry, Multidisciplinary
gold
heterocycles
Physical Sciences
reaction mechanisms
Science & Technology
amides
2-(1-ALKYNYL)-2-ALKEN-1-ONES
alkynes
reaction mechanisms
INTRAMOLECULAR HYDROAMINATION
STRUCTURAL-CHARACTERIZATION
BOND FORMATION
gold
TERT-BUTYL CARBONATES
MILD CONDITIONS
heterocycles
GOLD(I)-CATALYZED FORMATION
CYCLOISOMERIZATIONS
CYCLIZATION
HIGHLY SUBSTITUTED FURANS
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Summary:Gold plated rings: N‐Propargylcarboxamides (1) when reacted with a gold complex containing the IPr N‐heterocyclic carbene ligand, delivers the first isolable vinylgold intermediates obtained from alkynes. [see Scheme; IPr=1,3‐bis(2,6‐diisopropylphenyl)imidazol‐2‐ylide]
Bibliography:http://dx.doi.org/10.1002/anie.200903134
ark:/67375/WNG-NTGMH187-9
istex:487C4ABA97A684FA3530086D2ABB3D0557B3BE02
The authors thank the Deutsche Forschungsgemeinshaft (SFB 623) for support and Umicore AG & Co. KG for the generous donation of gold salts.
Deutsche Forschungsgemeinshaft
ArticleID:ANIE200903134
ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.200903134