Transition-Metal-Free Direct anti-Carboboration of Alkynes with Boronic Acids To Produce Alkenylheteroarenes

The transition-metal-free intermolecular direct 1,2-carboboration reaction of heteroarylacetylenes using boronic acids as reagents is achieved by utilizing tartaric acid as promoter. The reaction proceeds with excellent regioselectivity and anti stereoselectivity to afford boroxole frameworks. The r...

Full description

Saved in:
Bibliographic Details
Published in:Organic letters 2015-03, Vol.17 (6), p.1605-1608
Main Authors: Roscales, Silvia, Csákÿ, Aurelio G
Format: Article
Language:English
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:The transition-metal-free intermolecular direct 1,2-carboboration reaction of heteroarylacetylenes using boronic acids as reagents is achieved by utilizing tartaric acid as promoter. The reaction proceeds with excellent regioselectivity and anti stereoselectivity to afford boroxole frameworks. The resulting compounds are of use for the stereoselective preparation of polysubstituted alkenylheteroarenes.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.5b00517