Back to Search Start Over

FeTPPCl/FeCl3Co-Catalyzed One-Pot Green Synthesis of α-Diaryl-β-alkynol Derivatives via Propargylic Carbocation Chemistry

Authors :
Song, Longlong
Ni, Dan
Han, Wangyujing
Tang, Jie
Yang, Fan
Liu, Shunying
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