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1. Synthesis of novel benzo[h][1,6]naphthyridine derivatives from 4-aminoquinoline and cyclic β-ketoester

Author

Toche, Raghunath B., Pagar, Balasaheb P., Zoman, Ravindra R., Shinde, Goraksha B., and Jachak, Madhukar N.

Subjects
*NAPHTHYRIDINES, *ORGANIC synthesis, *QUINOLINE, *ESTERS, *AZIDES, *NUCLEOPHILIC reactions, *LACTONES, *AROMATIC amines
Abstract

Abstract: This paper describes the synthesis of 2,8-dichloroquinolin-4-amine 4 and 4,5,7-trichloro-3-(2-chloroethyl)-2-methylbenzo[h][1,6]naphthyridine 8 as novel class of building blocks. Also describes the regioselective SNAr reactions of 2,4,8-trichloroquinoline 2 on C2 and C4 positions with azide, similarly SNAr reactions of benzo[h][1,6]naphthyridine 8 at C4, C5 positions, and SN2 reactions on C3-(2-chloroethyl) side chain with nucleophiles such as primary aromatic amines, methoxide/ethoxide, and azide at different temperatures. [Copyright &y& Elsevier]

Published
2010
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