Diaminomethylidene derivatives of β-oxo sulfones as potential reagents in heterocyclic synthesis and chelating ligands

Diaminomethylidene derivatives of β-oxo sulfones as potential reagents in heterocyclic synthesis and chelating ligands Full article

Journal

Russian Chemical Bulletin
ISSN: 1573-9171 , E-ISSN: 1066-5285

Output data

Year: 2010, Volume: 59, Number: 10, Pages: 1937-1945 Pages count : 9 DOI: 10.1007/s11172-010-0337-3

Authors

Voronkova V.A. ¹ , Baranin S.V. ¹ , Prezent M.A. ¹ , Vasil’ev L.S. ¹ , Dorokhov V.A. ¹

Affiliations

1	N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 119991, Moscow, Russian Federation

Active methylene β-oxo sulfones add to the C≡N bond of benzoylcyanamide in the presence of catalytic amounts of Ni(acac)2. Debenzoylation of the reaction products under the action of MeONa in MeOH gives N,N′-unsubstituted diaminomethylidene derivatives of β-oxo sulfones (acyl(R-sulfonyl)ketene aminals), which can be used as reagents for heterocyclic synthesis and as chelating ligands. The syntheses of 2-amino-3-arylsulfonylpyridin-4(1H)-ones and 5-sulfonylcytosine derivatives are presented as examples.

Voronkova V.A. , Baranin S.V. , Prezent M.A. , Vasil’ev L.S. , Dorokhov V.A.
Diaminomethylidene derivatives of β-oxo sulfones as potential reagents in heterocyclic synthesis and chelating ligands
Russian Chemical Bulletin. 2010. V.59. N10. P.1937-1945. DOI: 10.1007/s11172-010-0337-3 WOS Scopus OpenAlex

≡ Web of science:	WOS:000288257800013
≡ Scopus:	2-s2.0-79956049439
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