Reactions of 2-amino-1,4-naphthoquinone with aldehydes

Arabian Journal for Science and Engineering

Volumn 28, Issue 1 A, 2003, Pages 51-60

  Hamdan, Abdullah J ^a   Al Jaroudi, Said ^a  

^a KING FAHD UNIVERSITY OF PETROLEUM AND MINERALS   (Saudi Arabia)

Author keywords

Aldehydes; Alkylation; Aminoquinone; Oxazine

Indexed keywords

ALDEHYDES; AROMATIC COMPOUNDS; CATALYSIS; ORGANIC ACIDS;

NUCLEOPHILIC SUBSTITUTION;

CHEMICAL REACTIONS;

EID: 0042379705     PISSN: 2193567X     EISSN: 21914281     Source Type: Journal    
DOI: None     Document Type: Article

References (7)

1. L. Fieser and M. Fieser, "The Tautomerism of the Aminonaphthoquinones", J. Am. Chem. Soc., 56 (1934), p. 1565.
2. A. Marcos, C. Pedregal, and C. Avendano, "Synthesis of 2- and 4-Oxo-1H-Azaanthracene-9,10-diones from 2-Amino1,4-Naphthoquinone", Tetrahedron, 50 (1994), p. 12941.
3. A.J. Hamdan and H.W. Moore, "A Novel Synthetic Route to Heterocyclic Quinones", J. Org. Chem., 50 (1985), p. 3427.
4. E.J. Corey and D.A. Clark, "Studies of the Total Synthesis of Rifamycin. A Method for the Closure of the Macrocyclic Unit", Tetrahed. Lett., 21 (1980), p. 2045.
5. H. Möhrle and G.S. Herbrüggen, "2-Amino-1, 4-Naphthochinone und 4-Amino-1,2-naphthochinone als Nucleophile - ein Vergleich", Arch. Pharm., 324 (1991), p. 165.
6. A. Marcos, C. Pedregal, and C. Avendano, "Annulations of 2-Aminonaphthoquinone with aldehydes and acetals", Tetrahedron, 51 (1995), p. 6565.
7. V.F. Ferreira, L.C. Coutada, M.C.F.R. Pinto, and A.A. Pinto, "A Novel Synthesis of α and β-Pyran-Naphthoquinone Tetracyclic", Synth. Commun., 12 (1982), p. 195.