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Radical Based Strategy toward the Synthesis of 2,3-Dihydrofurans from Aryl Ketones and Aromatic Olefins

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Title Radical Based Strategy toward the Synthesis of 2,3-Dihydrofurans from Aryl Ketones and Aromatic Olefins
 
Creator NAVEEN, T
KANCHERLA, R
MAITI, D
 
Subject PALLADIUM-CATALYZED SYNTHESIS
ONE-STEP CYCLIZATION
SUBSTITUTED DIHYDROFURANS
FACILE SYNTHESIS
ENOL ETHERS
TETRASUBSTITUTED 2,3-DIHYDROFURANS
FUNCTIONALIZED 2,3-DIHYDROFURANS
ENANTIOSELECTIVE SYNTHESIS
STEREOSELECTIVE NITRATION
1,3-DICARBONYL COMPOUNDS
 
Description 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 a-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.
 
Publisher AMER CHEMICAL SOC
 
Date 2014-12-28T12:52:18Z
2014-12-28T12:52:18Z
2014
 
Type Article
 
Identifier ORGANIC LETTERS, 16(20)5446-5449
1523-7060
1523-7052
http://dx.doi.org/10.1021/ol502688r
http://dspace.library.iitb.ac.in/jspui/handle/100/16613
 
Language English