CSIR Central

Synthesis of pyrazole-fused polycyclic systems via intramolecular 1,3-dipolar cycloaddition reactions§

IR@CDRI: CSIR-Central Drug Research Institute, Lucknow

View Archive Info
 
 
Field Value
 
Creator Nayak, Maloy
Rastogi, Neeraj
Batra, Sanjay
 
Date 2014-04-07T06:35:08Z
2014-04-07T06:35:08Z
2013
 
Identifier Tetrahedron, 2013, 69(24), 5029–5043
http://hdl.handle.net/123456789/1201
 
Description Synthesis of a variety of pyrazole-fused systems starting from 4-iodopyrazolecarbaldehydes is described. The general strategy involves Suzuki coupling of 2-formyl aryl boronic acid with the 4-iodopyrazole derivatives generated from either Morita-Baylis-Hillman, Horner Wadsworth Emmons or Knoevenagel reactions followed by 1,3-dipolar cycloaddition reaction either by azomethine ylide or nitrile oxide. Interestingly, the cycloaddition reaction in substrates generated through Morita-Baylis-Hillman and Knoevenagel chemistries were diastereoselective for syn isomer. In contrast, the substrates prepared from Horner Wadsworth Emmons chemistry upon cycloaddition reactions afforded a mixture of syn and anti isomers in varying ratios
 
Format 576423 bytes
application/pdf
 
Language en
 
Relation CSIR-CDRI Communication No. 8429
 
Subject Pyrazole
Morita-Baylis-Hillman
Horner Wordsworth Emmons
Knoevenagel
Cycloaddition
 
Title Synthesis of pyrazole-fused polycyclic systems via intramolecular 1,3-dipolar cycloaddition reactions§
 
Type Article