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Radical based strategy toward the synthesis of 2,3-dihydrofurans from aryl ketones and aromatic olefins.

Authors :
Naveen T
Kancherla R
Maiti D
Source :
Organic letters [Org Lett] 2014 Oct 17; Vol. 16 (20), pp. 5446-9. Date of Electronic Publication: 2014 Oct 02.
Publication Year :
2014

Abstract

A copper-mediated annulation of aryl ketones with a wide range of aromatic olefins has been developed. This strategy allowed convenient access to 2,3-dihydrofuran derivatives. The versatility of the protocol is shown by synthesizing α-methyl dihydrofurans, which serve as an intermediate for the synthesis of vitamin B1. In addition, the applicability of the protocol in conjugated systems is demonstrated. A radical pathway was presumed and supported for annulation of aryl ketones with olefins.

Details

Language :
English
ISSN :
1523-7052
Volume :
16
Issue :
20
Database :
MEDLINE
Journal :
Organic letters
Publication Type :
Academic Journal
Accession number :
25275799
Full Text :
https://doi.org/10.1021/ol502688r