Journal ArticleDOI
Recyclizations of 2-aminobenzylimines and thioaroylhydrazones of N-substituted N-hydroxy-3-oxobutanamides
Kirill N. Zelenin,I. V. Lagoda,Valeriy V. Alekseyev,Jari Sinkkonen,Kalevi Pihlaja,Roustem A. Shaikhutdinov +5 more
TLDR
In this paper, a universal scheme for the molecular design of heterocyclic recyclizations was proposed by replacing the ex-cyclic hydroxyl groups in exo-trig- ring-chain tautomeric molecules with substituted amines or hydrazines.About:
This article is published in Journal of Heterocyclic Chemistry.The article was published on 2002-07-01. It has received 7 citations till now. The article focuses on the topics: Tautomer.read more
Citations
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Journal ArticleDOI
Recent Developments in the Ring-Chain Tautomerism of 1,3-Heterocycles
László Lázár,Ferenc Fülöp +1 more
TL;DR: The ring-chain tautomeric equilibria of 1,3-X,N-heterocycles have been extensively studied in the literature as discussed by the authors, including substituent effects on the tautomers.
Journal ArticleDOI
Ring-chain tautomerism in 2-substituted 1,2,3,4-tetrahydroquinazolines A 1H, 13C and 15N NMR study
Jari Sinkkonen,Kirill N. Zelenin,Abdul-Kadir A. Potapov,I. V. Lagoda,Valeriy V. Alekseyev,Kalevi Pihlaja +5 more
TL;DR: In this paper, 32 1,2,3,4-tetrahydroquinazoline derivatives were synthesized by the reaction of 2-aminomethylaniline with aldehydes and ketones and their ring-chain tautomerism was studied by 1H, 13C and 15N NMR spectroscopy.
Journal ArticleDOI
Chain-ring-chain tautomerism in 2-aryl-substituted hexahydropyrimidines and 1H-2,3-dihydroperimidines. Does it appear?
Olga A. Maloshitskaya,Jari Sinkkonen,Vladimir V. Ovcharenko,Kirill N. Zelenin,Kalevi Pihlaja +4 more
TL;DR: A series of 2-aryl substituted hexahydropyrimidines and perimidines were synthesized from aromatic aldehydes and substituted 1,3-propanediamines or 1,8-naphthalenediamine.
Journal ArticleDOI
The ring-chain tautomeric equilibria of selenium macrocyclic compounds: the isolation of the ring tautomer.
TL;DR: Based on the ring-chain tautomerism of the macrocycles that contain alkyl chains with amino-imino, imino-alcohol or sulphur-iminos groups, combined with a strategy that allows the formation of a stable six-membered ring, the main reaction products will be the cyclic tautomers.
Journal ArticleDOI
Ring-Ring Tautomerism of the Products of the Reaction of 4-Hydroxytetrahydropyrimidine-2(1H)-Thiones with Functionally Substituted Amines and Hydrazines
TL;DR: In this article, a study was carried out on the reaction of 4-hydroxy-1-phenyltetrahydropyrimidine-2(1H)-thione and its 6-methyl analog with a series of functionally substituted hydrazines and amines.
References
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Journal ArticleDOI
Molecular rearrangements of five-membered ring heteromonocycles
TL;DR: In this article, the authors classified molecular rearrangements of five-membered ring heterocycles into five categories based on the number of participating side-chain atoms: Dimroth rearrangement, Dimroth contraction-ring expansion (DRCE), Dimroth expansion, Cornforth, Boulton-Katritzky, and bond-switch rearranging.
Journal ArticleDOI
Pyridine ring nucleophilic recyclizations
Book ChapterDOI
Recent Developments in Ring-Chain Tautomerism II. Intramolecular Reversible Addition Reactions to the C=N, C=N, C=C, and C=C Groups
TL;DR: In this paper, the authors discuss intramolecular reversible addition reactions to the C═N group and other groups and offer an introduction to and general considerations of the ring-chain tautomeric process.
Journal ArticleDOI
Ring-chain tautomerism of 2-aryl-substituted-hexahydropyrimidines and tetrahydroquinazolines
TL;DR: In this paper, the ring-chain tautomeric forms at equilibrium were described by the equation log k X =ρσ + + log K X = H, where H is the number of tautomers.
Related Papers (5)
Studies on the Syntheses of N-Heterocyclic Compounds. VI. Monosubstitution of 2-Phenyl-5, 8-dichloropyrimido [4, 5-d] pyridazine
Shojiro Yurugi,Masaru Hieda +1 more