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Continuous flow ring-closing metathesis, an environmentally-friendly route to 2,5-dihydro-1H-pyrrole-3-carboxylates.
- Source :
- Green Chemistry; 4/7/2017, Vol. 19 Issue 7, p1647-1652, 6p
- Publication Year :
- 2017
-
Abstract
- 2,5-Dihydro-1H-pyrrole-3-carboxylates are important building blocks for the synthesis of high value pyrroles and pyrroloquinoline derivatives with interesting biological activities. The use of continuous flow allowed us to perform a key synthetic step, namely ruthenium-catalyzed ring-closing metathesis, with a residence time of 1 min at 120 °C. Dimethyl carbonate, a green solvent, was demonstrated for the first time to be an excellent solvent for this reaction in continuous flow. The continuous flow conditions proved to be general and the scale-up of this reaction was not only possible, but also highly efficient. Conversion of 10 grams of diene was realized in 37 minutes under continuous flow, yielding the desired heterocycle in 91% yield. [ABSTRACT FROM AUTHOR]
- Subjects :
- METATHESIS reactions
PQQ (Biochemistry)
RUTHENIUM
SOLVENTS
CARBOXYLATES
PYRROLES
Subjects
Details
- Language :
- English
- ISSN :
- 14639262
- Volume :
- 19
- Issue :
- 7
- Database :
- Complementary Index
- Journal :
- Green Chemistry
- Publication Type :
- Academic Journal
- Accession number :
- 122287272
- Full Text :
- https://doi.org/10.1039/c7gc00235a