148873-36-3Relevant articles and documents
ON THE SYNTHESIS OF THIENO-FUSED 1,5-NAPHTHYRIDINE-9-OXIDES AND 5-OXIDES
Malm, Johan,Hoernfeldt, Anna-Britta,Gronowitz, Salo
, p. 245 - 262 (2007/10/02)
Three different methods have been developed for the synthesis of the six isomeric thieno-1,5-naphthyridine-5-oxides and 9-oxides; direct oxidation of the naphthyridines with m-chlorobenzoic acid, Pd(0)-catalyzed coupling between formylthiopheneboronic acids or formyltrialkylstannylthiophenes and o-bromoamino derivatives of pyridine-N-oxides, and coupling between the same type of thiophene derivatives and nitropyridines.The unsymmetrical biaryls so obtained underwent a reductive cyclization when treated with ammoniacal ferrous sulphate.In the latter cases the yield in the coupling reaction was increased when copper(II) oxide was used as a co-reagent.The 13C-nmr spectra of all six thienonaphthyridines are discussed.