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First Copper‐Catalyzed Intramolecular Amidation in Substituted 4‐Iodopyrazoles Leading to the Synthesis of Pyrazolo[4,3‐ b ]‐ pyridin‐5‐ones
Author(s) -
Nag Somnath,
Nayak Maloy,
Batra Sanjay
Publication year - 2009
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.200900438
Subject(s) - chemistry , intramolecular force , pyridine , catalysis , copper , stereochemistry , medicinal chemistry , combinatorial chemistry , organic chemistry
An unprecedented copper‐catalyzed intramolecular amidation of substituted 4‐iodopyrazoles generated either via Baylis–Hillman or Horner–Wadsworth–Emmons chemistry for the synthesis of pyrazolo[4,3‐ b ]pyridine‐5‐ones is described. In addition, the effect of the stereochemistry of the acrylamide on the cross‐coupling reaction has been investigated and it is demonstrated that only the Z‐isomer is favoured to undergo the intramolecular cyclization.