CSIR Central

Synthesis of 3-Carbonyl Pyrazole-5-Phosphonates via 1,3-Dipolar Cycloaddition of Bestman-Ohira Reagent with Ynones

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

View Archive Info
 
 
Field Value
 
Creator Pramanik, M M D
Kant, Ruchir
Rastogi, Namrata
 
Date 2014-09-05T10:06:01Z
2014-09-05T10:06:01Z
2014
 
Identifier Tetrahedron, 2014, 70(34): 5214–5220
http://hdl.handle.net/123456789/1391
 
Description The present work explores the hitherto unexplored reactivity of ynones as dipolarophiles with Bestman Ohira reagent. The reaction offers a convenient route for the synthesis of regioisomerically pure 3,5-disubstituted or 3,4,5-trisubstituted pyrazoles in excellent yields. However, di-ynones and molecules possessing both ynone and enone functionalities provide only monocycloaddition products, whereas another multiple bond undergoes Michael addition with the methoxide anion.
 
Format 249978 bytes
application/pdf
 
Language en
 
Relation CDRI Communication No. 8707
 
Subject Bestmann–Ohira reagent
Dipolar cycloaddition
Ynones
Phosphonyl pyrazole
 
Title Synthesis of 3-Carbonyl Pyrazole-5-Phosphonates via 1,3-Dipolar Cycloaddition of Bestman-Ohira Reagent with Ynones
 
Type Article