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Rh III ‐Catalyzed Synthesis of Highly Substituted 2‐Pyridones using Fluorinated Diazomalonate
Author(s) -
Das Debapratim,
Sahoo Gopal,
Biswas Aniruddha,
Samanta Rajarshi
Publication year - 2020
Publication title -
chemistry – an asian journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.18
H-Index - 106
eISSN - 1861-471X
pISSN - 1861-4728
DOI - 10.1002/asia.201901620
Subject(s) - catalysis , substrate (aquarium) , alkylation , combinatorial chemistry , chemistry , scope (computer science) , functional group , organic chemistry , computer science , oceanography , polymer , programming language , geology
A Rh III ‐catalyzed strategy was developed for the rapid construction of highly substituted 2‐pyridone scaffolds using α,β‐unsaturated oximes and fluorinated diazomalonate. The reaction proceeds through direct, site‐selective alkylation based on migratory insertion and subsequent cyclocondensation. A wide substrate scope with different functional groups was explored. The requirement of fluorinated diazomalonate was explored for this transformation. The developed methodology was further extended with the synthesis of the bioactive compound.