A dramatic enhancing effect of InBr3 towards the oxidative Sonogashira cross-coupling reaction of 2-ethynylanilinesElectronic supplementary information (ESI) available: Synthesis and characterization of compounds, copies of 1H NMR and 13C NMR spectra and HRMS data. See DOI: 10.1039/c5ob02558c

The addition of InBr 3 to the oxidative Sonogashira cross-coupling reaction of 2-ethynylaniline with ( E )-trimethyl(3,3,3-trifluoroprop-1-enyl)silane led to a dramatic increase in the reactivity to afford the corresponding 1,3-enynes bearing a trifluoromethyl group on their terminal sp 2 carbon. Th...

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Bibliographic Details
Main Authors Ikeda, A, Omote, M, Kusumoto, K, Komori, M, Tarui, A, Sato, K, Ando, A
Format Journal Article
Published 02.02.2016
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Summary:The addition of InBr 3 to the oxidative Sonogashira cross-coupling reaction of 2-ethynylaniline with ( E )-trimethyl(3,3,3-trifluoroprop-1-enyl)silane led to a dramatic increase in the reactivity to afford the corresponding 1,3-enynes bearing a trifluoromethyl group on their terminal sp 2 carbon. The subsequent cyclization of these 1,3-enynes under palladium catalysis provides access to the corresponding indoles bearing a 3,3,3-trifluoroprop-1-enyl group at their 2-position. A dramatic enhancing effect of InBr 3 was observed towards the oxidative Sonogashira cross-coupling reaction of 2-ethynylaniline with ( E )-trimethyl(3,3,3-trifluoroprop-1-enyl)silane.
Bibliography:1
H NMR and
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10.1039/c5ob02558c
C NMR spectra and HRMS data. See DOI
Electronic supplementary information (ESI) available: Synthesis and characterization of compounds, copies of
ISSN:1477-0520
1477-0539
DOI:10.1039/c5ob02558c