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FeTPPCl/FeCl3Co-Catalyzed One-Pot Green Synthesis of α-Diaryl-β-alkynol Derivatives via Propargylic Carbocation Chemistry
- Source :
- The Journal of Organic Chemistry; July 2021, Vol. 86 Issue: 14 p9306-9316, 11p
- Publication Year :
- 2021
-
Abstract
- A green and highly efficient one-pot method for α-diaryl-β-alkynol derivatives in water at room temperature was developed using the cocatalysis of a Lewis acid and meso-tetraphenylporphyrin iron(III) chloride (FeTPPCl). The unprecedented transformation was promoted by a modulation of the charge properties of propargylic carbocation chemistry and the use of an in situ-generated oxonium ylide as a matching nucleophile. The reaction was performed in water at room temperature with a highly step-economic manipulation in good to excellent yields and with a broad substrate scope. Water also acts as the third reactant for the one-pot transformation. Notably, the FeTPPCl catalyst can be directly reused four times with a slight discount in yields.
Details
- Language :
- English
- ISSN :
- 00223263
- Volume :
- 86
- Issue :
- 14
- Database :
- Supplemental Index
- Journal :
- The Journal of Organic Chemistry
- Publication Type :
- Periodical
- Accession number :
- ejs57001356
- Full Text :
- https://doi.org/10.1021/acs.joc.1c00474