CYCLOCONDENSATION OF 5-BENZOYL-3-ETHOXYCARBONYL-6-METHYLTHIO-1-R-1,2-DIHYDROPYRID-2-ONES WITH HETEROCYCLIC N,N- AND N,C-1,3-DINUCLEOPHILES

Authors

  • В. Н. Брицун Institute of Organic Chemistry, National Academy of Sciences of Ukraine, Kiev 2660
  • А. Н. Есипенко Institute of Organic Chemistry, National Academy of Sciences of Ukraine, Kiev 2660
  • В. В. Пироженко Institute of Organic Chemistry, National Academy of Sciences of Ukraine, Kiev 2660
  • М. О. Лозинский Institute of Organic Chemistry, National Academy of Sciences of Ukraine, Kiev 2660

DOI:

https://doi.org/10.1007/7157

Keywords:

2-aminobenzimidazole, 3-amino-2H-pyrazolo[3, 4-b]pyridine, 5-amino-3-R1-4-R2-pyrazoles, 2-amino-5-R-thiazoles, 5-benzoyl-3-ethoxycarbonyl-6-methylthio-1-R-1, 2-dihydropyridin-2-ones, 7-ethoxycarbonyl-5-hydroxy-9-methyl-5-phenyl-2-R-8, 9-dihydro-5H-pyrido[2, 3-d]thiazolo[3, 2-a]pyrimidin-8-ones, 3-ethoxycarbonyl-5-phenyl-1-R-1, 2-dihydrobenzo[4, 5]imidazo[1, 2-a]pyrido[2, 3-d]pyrimidin-2-ones, 7-ethoxycarbonyl-9-phenyl-5-R1-3-R2-2-R3 5, 6-dihydropyrazolo[1, 5-a]pyrido[2, 3-d]pyrimidin-6-ones, 3-eth

Abstract

[3+3] Cyclocondensation of  5-benzoyl-3-ethoxycarbonyl-6-methylthio-1-R-1,2-dihydropyrid-2-ones with heterocyclic N,N- and N,C-1,3-dinucleophiles proceeds regioselectively to give a series of new tri- and tetracyclic heterosystems, viz. derivatives of  5,6-dihydropyrazolo[1,5-a]pyrido[2,3-d]pyrimidin-6-one, 1,2-dihydropyrido[2,3-d]pyrido[2′,3′:3,4]pyrazolo[1,5-a]pyrimidin-2-one, 8,9-dihydro-5H-pyrido-[2,3-d]thiazolo[3,2-a]pyrimidin-8-one, 1,2-dihydrobenzo[4,5]imidazo[1,2-a]pyrido[2,3-d]pyrimidin-
2-one, and 1,2-dihydrobenzo[4,5]imidazo[1,2-g][1,6]naphthyridin-2-one.

How to Cite
Britsun, V. N.'; Esipenko, A. N.; Piroghenko, V. V.; Lozinskii, M. O.  Chem. Heterocycl. Compd. 2008, 44, 979. [Khim. Geterotsikl. Soedin. 2008, 1216.]

For this article in the English edition see DOI 10.1007/s10593-008-0142-1


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Published

2022-10-24

Issue

No. 8 (2008)

Section

Original Papers