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Synthesis 2024; 56(23): 3637-3645
DOI: 10.1055/s-0043-1775404
DOI: 10.1055/s-0043-1775404
paper
Recyclable Pd(OAc)2/2P(3-tol)3/PEG-400 System for Regio- and Stereoselective Addition of Boronic Acids to Ynamides
We thank the National Natural Science Foundation of China (No. 21664008) and Key Lab of Fluorine and Silicon for Energy Materials and Chemistry of Ministry of Education (No. KFSEMC-202206) for financial support.
Abstract
Pd(OAc)2/2P(3-tol)3 in poly(ethylene glycol) (PEG-400) is shown to be a highly efficient catalyst for the regio- and stereoselective addition of boronic acids to ynamides. The reaction proceeds smoothly at 70 °C with Na2CO3 as base, delivering a variety of (Z)-α,β-disubstituted enamides in good to excellent yields with high regio- and stereoselectivity. The isolation of the crude products can be facilely performed by extraction with diethyl ether and more importantly, the Pd(OAc)2/2P(3-tol)3/PEG-400 system could be readily recycled and reused more than six times without any significant loss of its catalytic efficiency.
Supporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0043-1775404.
- Supporting Information
Publication History
Received: 13 July 2024
Accepted after revision: 29 August 2024
Article published online:
25 September 2024
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