Regioselective Synthesis of Sulfonylpyrazoles via Base Mediated Reaction of Diazosulfones with Nitroalkenes and a Facile Entry into Withasomnine
DSpace at IIT Bombay
View Archive InfoField | Value | |
Title |
Regioselective Synthesis of Sulfonylpyrazoles via Base Mediated Reaction of Diazosulfones with Nitroalkenes and a Facile Entry into Withasomnine
|
|
Creator |
KUMAR, R
NAMBOOTHIRI, INN |
|
Subject |
BESTMANN-OHIRA REAGENT
BAYLIS-HILLMAN ADDUCTS ONE-STEP SYNTHESIS VINYL SULFONES INTRAMOLECULAR CYCLOPROPANATION ASYMMETRIC CATALYSIS RADICAL CYCLIZATION BIOLOGICAL-ACTIVITY PYRAZOLE ALKALOIDS CHEMISTRY |
|
Description |
A base mediated reaction of alpha-diazo-beta-ketosulfone with nitroalkenes affords sulfonylpyrazoles as single regioisomers in excellent yield in a one-pot room temperature reaction. Aryl, heteroaryl, styrenyl, alkyl, hydroxymethyl, and hydrazinyl groups could be introduced on the pyrazole ring by the appropriate choice of nitroalkenes. Synthesis of sulfonylpyrazole fused to other heterocycles and application of the methodology to an expedient synthesis of a pyrazole alkaloid, Withasomnine, are also reported.
|
|
Publisher |
AMER CHEMICAL SOC
|
|
Date |
2012-06-26T09:08:48Z
2012-06-26T09:08:48Z 2011 |
|
Type |
Article
|
|
Identifier |
ORGANIC LETTERS,13(15)4016-4019
1523-7060 http://dx.doi.org/10.1021/ol2015341 http://dspace.library.iitb.ac.in/jspui/handle/100/14262 |
|
Language |
English
|
|