Synthesis of Heterocycles on the Basic of Arylation Products of Unsaturated Compounds. Part 9. Dialkyl 2,6-Diamino-4-arylfuro[2',3':4,5]benzo[b]furan-3,7-dicarboxylates from 2-Aryl-1,4-benzoquinones and Cyanoacetic Esters

• Autorzy: Obushak M. , R.L. Martyak R.L. , Matiychuk V. S.
• Języki publikacji: EN

Abstrakty

EN

2-Aryl-1,4-benzoquinones 1a-h (aryl = RC6H4, R = H, 4-Me, 3-CF3, 4-COOH, 3-Cl, 4-Cl, 4-F, 4-NO2) react with methyl 2a and ethyl 2b cyanoacetates in the presence of some bases to form dialkyl 2,6-diamino-4-arylfuro[2_,3_:4,5]benzo[b]furan-3,7-dicarboxylates 3a-l. Regardless of the reagents ratio benzodifuran derivatives are formed selectively. Only in reaction of 2-(4-nitrophenyl)-1,4-benzoquinone 1h with 2b ethyl 2-amino-5-hydroxy-4-(4-nitrophenyl)benzo[b]furan-3-carboxylate 4 is formed as minor component besides of 3l. Starting compounds 1a-h are prepared by arylation of the 1,4-benzoquinone with arenediazonium chlorides (Meerwein reaction).

Słowa kluczowe

EN

benzoquinone; 2-aryl-1,4-benzoquinones; cyclizations; heterocycles; benzodifuran derivatives; cyanoacetic esters; arylation; Meerwein reaction

• Wydawca: Polskie Towarzystwo Chemiczne
• Czasopismo: Polish Journal of Chemistry
• Rocznik: 2002
• Tom: Vol. 76 / nr 10
• Strony: 1419--1424
• Opis fizyczny: Bibliogr. 20 poz., rys.

Twórcy

autor

Obushak M.

• Department of Organic Chemistry, Ivan Franko National University of Lviv,Kyryla and Mefodiya 6, 79005 Lviv, Ukraine

autor

R.L. Martyak R.L.

• Department of Organic Chemistry, Ivan Franko National University of Lviv,Kyryla and Mefodiya 6, 79005 Lviv, Ukraine

autor

Matiychuk V. S.

• Department of Organic Chemistry, Ivan Franko National University of Lviv,Kyryla and Mefodiya 6, 79005 Lviv, Ukraine

Bibliografia

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