Record Details

Highly Selective Synthesis of Pyrazole and Spiropyrazoline Phosphonates via Base-Assisted Reaction of the Bestmann-Ohira Reagent with Enones

DSpace at IIT Bombay

View Archive Info
 
 
Field Value
 
Title Highly Selective Synthesis of Pyrazole and Spiropyrazoline Phosphonates via Base-Assisted Reaction of the Bestmann-Ohira Reagent with Enones
 
Creator VERMA, D
MOBIN, S
NAMBOOTHIRI, INN
 
Subject REGIOSELECTIVE SYNTHESIS
DERIVATIVES
DIAZOMETHANE
SPIRO-1-PYRAZOLINES
ANTIDEPRESSANT
CYCLOADDITION
ALDEHYDE
KETONES
ALKYNES
 
Description 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.
 
Publisher AMER CHEMICAL SOC
 
Date 2012-06-26T08:58:45Z
2012-06-26T08:58:45Z
2011
 
Type Article
 
Identifier JOURNAL OF ORGANIC CHEMISTRY,76(11)4764-4770
0022-3263
http://dx.doi.org/10.1021/jo200582z
http://dspace.library.iitb.ac.in/jspui/handle/100/14242
 
Language English