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Differential Functionalization of 1,6‐Naphthyridin‐2(1 H )‐ones through Sequential One‐Pot Suzuki–Miyaura Cross‐Couplings
Author(s) -
Montoir David,
Tonnerre Alain,
Duflos Muriel,
Bazin MarcAntoine
Publication year - 2014
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201301631
Subject(s) - chemistry , surface modification , combinatorial chemistry , differential (mechanical device) , coupling (piping) , suzuki reaction , stereochemistry , organic chemistry , medicinal chemistry , palladium , catalysis , mechanical engineering , engineering , aerospace engineering
A practical synthesis of 7‐chloro‐3‐iodo‐1‐methyl‐1,6‐naphthyridin‐2(1 H )‐one is described that starts from 2‐chloro‐4‐(methylamino)nicotinaldehyde. The dihalo compound then undergoes sequential, site‐selective Suzuki–Miyaura cross‐coupling reactions to afford highly functionalized 1,6‐naphthyridones in good yields.