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Synthesis of 3-alkenylindoles through regioselective C–H alkenylation of indoles by a ruthenium nanocatalyst
- Source :
- Beilstein Journal of Organic Chemistry, Vol 16, Iss 1, Pp 140-148 (2020), Beilstein Journal of Organic Chemistry
- Publication Year :
- 2020
- Publisher :
- Beilstein Institut, 2020.
-
Abstract
- 3-Alkenylindoles are biologically and medicinally very important compounds, and their syntheses have received considerable attention. Herein, we report the synthesis of 3-alkenylindoles via a regioselective alkenylation of indoles, catalysed by a ruthenium nanocatalyst (RuNC). The reaction tolerates several electron-withdrawing and electron-donating groups on the indole moiety. Additionally, a “robustness screen” has also been employed to demonstrate the tolerance of several functional groups relevant to medicinal chemistry. With respect to the Ru nanocatalyst, it has been demonstrated that it is recoverable and recyclable up to four cycles. Also, the catalyst acts through a heterogeneous mechanism, which has been proven by various techniques, such as ICPMS and three-phase tests. The nature of the Ru nanocatalyst surface has also been thoroughly examined by various techniques, and it has been found that the oxides on the surface are responsible for the high catalytic efficiency of the Ru nanocatalyst.
- Subjects :
- Indole test
Chemistry
Organic Chemistry
Regioselectivity
chemistry.chemical_element
c–h activation
nanocatalysis
Heterogeneous catalysis
Combinatorial chemistry
Full Research Paper
Catalysis
Ruthenium
ruthenium catalysis
lcsh:QD241-441
heterogeneous catalysis
lcsh:Organic chemistry
Moiety
alkenylation
lcsh:Q
Catalytic efficiency
lcsh:Science
Subjects
Details
- ISSN :
- 18605397
- Volume :
- 16
- Database :
- OpenAIRE
- Journal :
- Beilstein Journal of Organic Chemistry
- Accession number :
- edsair.doi.dedup.....40480f79dd8a2d57a23db0855f3fb4c1