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Synthesis of Substituted 1,8‐Naphthyridine‐3‐carboxylates from Baylis–Hillman Adducts of Substituted 2‐Chloronicotinaldehydes
Author(s) -
Narender Puli,
Ravinder Mettu,
Sadhu Partha Sarathi,
China Raju Bhimapaka,
Ramesh Chilukuri,
Jayathirtha Rao Vaidya
Publication year - 2009
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.200800352
Subject(s) - chemistry , adduct , azide , baylis–hillman reaction , reduction (mathematics) , stereochemistry , combinatorial chemistry , medicinal chemistry , organic chemistry , geometry , mathematics
A series of substituted 1,8‐naphthyridine‐3‐carboxylates were synthesized for the first time from the Baylis–Hillman adducts obtained from 2‐chloronicotinaldehyde derivatives. Three methods were adopted to synthesize 1,8‐naphthyridine‐3‐carboxylates, of which the azide‐reduction route ( Scheme 5 ) gave the best yields compared to the other attempted methods ( Schemes 2 and 3 ).