A new 2-carbamoyl pteridine that inhibits mycobacterial FtsZ.

Novel pyridopyrazine and pyrimidothiazine derivatives as FtsZ inhibitors.

Tri- and tetrasubstituted anilines are formed in good to excellent yields by the addition of ketones to vinamidinium salts (up to 98%). The reaction proceeds via the formation of dienone intermediates, which react to form an enamine with the liberated amine. In the case of a nitro, or dimethylaminomethylene substituent, the enamines undergo a facile electrocyclic ring closure to form a cyclohexadiene, which goes on to form anilines with a high degree of selectivity (up to 50:1) with a minor competing pathway proceeding via the enol providing phenols. Competition experiments using isotopic substitution reveal that the rate determining step en route to dienone is enol/enolate addition to the vinamidinium salt, which is characterized by an inverse secondary isotope effect (kH/D 0.7−0.9). Computational studies have been used to provide a framework for understanding the reaction pathway. The original proposal for a [1,5]-H shift was ruled out on the basis of the calculations, which did not locate a thermally a...

Demonstrating the synergy of synthetic, mechanistic, and computational studies in a regioselective aniline synthesis.

The Tautomerism of Heterocycles. Six-Membered Heterocycles: Part 1, Annular Tautomerism

Synthesis and structural study of a new series of 2‐methylsulfanyl‐tetrahydropyrimidines from β‐alkoxyvinyl trihalomethyl ketones

The reaction of 5-substituted 4,6-dichloro-2-aminopyrimidines with oxalyl chloride gives 2-isocyanatopyrimidines, the structures of which were proved by chemical means and the IR, PMR, and 35Cl nuclear quadrupole resonance spectra. The intermediate pyrimidinyloxamic acid chlorides were not isolated; this is evidently explained by the low basicities of 2-amino-pyrimidines.

Reaction of 5-substituted 4,6-dichloro-2-aminopyrimidines with oxalyl chloride

Using a modification of the Biginelli reaction, we have synthesized 6-methyl- and 1,6-dimethyl-5-nitro-4-phenyl-2-oxo-1,2,3,4-tetrahydropyrimidines. We have studied some of their chemical conversions involving the methyl group on the C(6) atom, the nitrogen atoms of the pyrimidine ring, and the phenyl substituent.

Synthesis and some conversions of 6-methyl- and 1,6-dimethyl-5-nitro-4-phenyl-2-oxo-1,2,3,4-tetrahydropyrimidines

The reaction of 1-arylidene-1-nitropropan-2-ones with O-methylisourea (or benzamidine) in the presence of aluminum oxide gave 4-aryl-6-methyl-2-methoxy(phenyl)-5-nitro-1,4-dihydropyrimidines. It was shown that the reactions of the compounds synthesized with electrophilic agents proceed at the exocyclic methyl group, as well as at the N(1), N(3), and C(5) atoms of the 1,4-dihydropyrimidine fragment of the molecule.

Synthesis and some conversions of 4-aryl-6-methyl-2-methoxy(phenyl)-5-nitro-1,4-dihydropyrimidines

A study was carried out on the reaction of 5-nitro and 5-nitromethoxypyrimidines with the acetylacetone carbanion. Benzene and pyridine derivatives are formed as a result of recyclization. The direction of the reaction depends on the position of the substituents in the pyrimidine ring and the nature of the bases.

Pyrimidine sigma-complexes. 7. The recyclization of 5-nitropyrimidine and its methoxy derivatives upon reaction with the acetylacetone carbanion

. We prove the equality of the Makar-Limanov invariant and the modiﬁed Makar-Limanov invariant in the case of not necessary normal aﬃne toric varieties. Also we give a combinatorial description of these invariants.

I. V. Boldyrev

Papers

Reaction of 5-substituted 4,6-dichloro-2-aminopyrimidines with oxalyl chloride

Synthesis and some conversions of 6-methyl- and 1,6-dimethyl-5-nitro-4-phenyl-2-oxo-1,2,3,4-tetrahydropyrimidines

Synthesis and some conversions of 4-aryl-6-methyl-2-methoxy(phenyl)-5-nitro-1,4-dihydropyrimidines

Pyrimidine sigma-complexes. 7. The recyclization of 5-nitropyrimidine and its methoxy derivatives upon reaction with the acetylacetone carbanion

Makar-Limanov invariants of nonnormal affine toric varieties