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Reactions of vinyl sulfone with alpha-diazo-beta-ketosulfone and Bestmann-Ohira reagent for the regioselective synthesis of highly functionalized pyrazoles

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Title Reactions of vinyl sulfone with alpha-diazo-beta-ketosulfone and Bestmann-Ohira reagent for the regioselective synthesis of highly functionalized pyrazoles
 
Creator KUMAR, R
NAIR, D
NAMBOOTHIRI, INN
 
Subject Pyrazoles
Bestmann-Ohira reagent
Diazosulfone
vinyl sulfone
FLUORINATED TEBUFENPYRAD ANALOGS
BASE-MEDIATED REACTION
1,3-DIPOLAR CYCLOADDITION
BIOLOGICAL-ACTIVITY
ASYMMETRIC-SYNTHESIS
CHEMISTRY
DERIVATIVES
PHOSPHONYL
LIGANDS
METAL
 
Description The 1,3-dipolar cycloaddition of diazomethylsulfone anion, generated in situ from alpha-diazo-beta-ketosulfone, with vinyl sulfone proceeds in a regioselective manner to provide sulfonylpyrazoles. Similar reaction of diazomethylphosphonate anion, derived from Bestmann-Ohira reagent, with vinyl sulfone leads to phosphonylpyrazoles. The sulfonyl group of vinyl sulfone undergoes chemoselective elimination in these reactions. (C) 2014 Elsevier Ltd. All rights reserved.
 
Publisher PERGAMON-ELSEVIER SCIENCE LTD
 
Date 2014-12-29T05:18:56Z
2014-12-29T05:18:56Z
2014
 
Type Article
 
Identifier TETRAHEDRON, 70(9)1794-1799
0040-4020
http://dx.doi.org/10.1016/j.tet.2014.01.022
http://dspace.library.iitb.ac.in/jspui/handle/100/17175
 
Language English