Issue 16, 2020

Regio- and stereoselective synthesis of 1,4-enynes by iron-catalysed Suzuki–Miyaura coupling of propargyl electrophiles under ligand-free conditions

Abstract

The first iron-catalysed cross coupling of propargyl electrophiles with lithium alkenylborates has been developed. Various propargyl electrophiles can be cross-coupled with lithium (E)- or (Z)-alkenylborates in a stereospecific manner to afford the corresponding 1,4-enynes in good to excellent yields. The reaction features high SN2-type regioselectivity and functional group compatibility.

Graphical abstract: Regio- and stereoselective synthesis of 1,4-enynes by iron-catalysed Suzuki–Miyaura coupling of propargyl electrophiles under ligand-free conditions

Supplementary files

Article information

Article type
Communication
Submitted
18 Feb 2020
Accepted
25 Mar 2020
First published
25 Mar 2020

Org. Biomol. Chem., 2020,18, 3022-3026

Author version available

Regio- and stereoselective synthesis of 1,4-enynes by iron-catalysed Suzuki–Miyaura coupling of propargyl electrophiles under ligand-free conditions

R. Agata, S. Lu, H. Matsuda, K. Isozaki and M. Nakamura, Org. Biomol. Chem., 2020, 18, 3022 DOI: 10.1039/D0OB00357C

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