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Please use this identifier to cite or link to this item: http://dspace.library.iitb.ac.in/jspui/handle/100/14242

Title: Highly Selective Synthesis of Pyrazole and Spiropyrazoline Phosphonates via Base-Assisted Reaction of the Bestmann-Ohira Reagent with Enones
Authors: VERMA, D
MOBIN, S
NAMBOOTHIRI, INN
Keywords: REGIOSELECTIVE SYNTHESIS
DERIVATIVES
DIAZOMETHANE
SPIRO-1-PYRAZOLINES
ANTIDEPRESSANT
CYCLOADDITION
ALDEHYDE
KETONES
ALKYNES
Issue Date: 2011
Publisher: AMER CHEMICAL SOC
Citation: JOURNAL OF ORGANIC CHEMISTRY,76(11)4764-4770
Abstract: Novel carbonylated pyrazole phosphonates have been synthesized as single regioisomers by treating conjugated enones, dienones, tropone, and quinone with the Bestmann-Ohira reagent under KOH/EtOH conditions at room temperature. Through an "interrupted" version of the above reaction, carbonylated spiropyrazoline phosphonates have been synthesized from arylide-necycloalkanones under similar conditions (K(2)CO(3)/EtOH) with absolute regio-and diastereoselectivity. The key structures were confirmed by detailed spectroscopic analysis and X-ray crystallography.
URI: http://dx.doi.org/10.1021/jo200582z
http://dspace.library.iitb.ac.in/jspui/handle/100/14242
ISSN: 0022-3263
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