103607-70-1Relevant articles and documents
Study of the reactions of 3-chloro-4-cyanobenzo[b][1,6]naphthyridine with nucleophilic reagents
Ivanov,Tugusheva,Solov'eva,Granik
, p. 2121 - 2128 (2002)
The reactions of 3-chloro-4-cyanobenzo[b][1,6]naphthyridine (4) with S-, C-, and N-nucleophiles afford stable σ-adducts at position 10. In the base-catalyzed reactions of compound 4 with thiols, the resulting σ-complexes are rearranged into sulfides 14a - c. Sulfides 14b,c undergo the Thorpe - Ziegler cyclization to give 1-aminobenzo[b]thieno[2,3-h][1,6]naphthyridine derivatives 15a,b. The reaction of naphthyridine 4 with aniline affords a mixture of σ-adducts of the C - N and C - C types, while those with aliphatic amines yield 3-amino derivatives 17a - c. In the presence of H2O2, benzonaphthyridine 4 adds peroxycarboxylic acids to give compounds 8a,b. In alkaline medium, adduct 8a is rearranged into 4-aminopyridine-3-carbaldehyde derivative 10.
Torp-Ziegler cyclization in the synthesis of 3-amino-4-cyanopyrrole derivatives
Ryndina,Kadushkin,Solov'eva,Granik
, p. 1409 - 1420 (2007/10/03)
Polyfunctional derivatives of 3-aminopyrrole have been synthesized from several substituted β-enamino nitriles using Torp-Ziegler cyclization. These compounds are starting materials for further conversions, particularly for the synthesis of pyrrolo[3,2-d]