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Iron-Catalyzed Cyclotrimerization of Terminal Alkynes by Dual Catalyst Activation in the Absence of Reductants.

Authors :
Brenna D
Villa M
Gieshoff TN
Fischer F
Hapke M
Jacobi von Wangelin A
Source :
Angewandte Chemie (International ed. in English) [Angew Chem Int Ed Engl] 2017 Jul 10; Vol. 56 (29), pp. 8451-8454. Date of Electronic Publication: 2017 Jun 20.
Publication Year :
2017

Abstract

Catalyzing C-C bond-forming reactions with earth-abundant metals under mild conditions is at the heart of sustainable synthesis. The cyclotrimerization of alkynes is a valuable atom-efficient reaction in organic synthesis that is enabled by several metal catalysts, including iron. This study reports an effective iron-catalyzed cyclotrimerization for the regioselective synthesis of 1,2,4-substituted arenes (1 mol % catalyst, toluene, 20 °C, 5 min). A dual activation mechanism (substrate deprotonation, reductive elimination) renders the simple Fe <superscript>II</superscript> precatalyst highly active in the absence of any reductant.<br /> (© 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.)

Details

Language :
English
ISSN :
1521-3773
Volume :
56
Issue :
29
Database :
MEDLINE
Journal :
Angewandte Chemie (International ed. in English)
Publication Type :
Academic Journal
Accession number :
28563698
Full Text :
https://doi.org/10.1002/anie.201705087