𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Tandem AN—AN Reactions in the Synthesis of 1H-Pyrrolo[3,2-e]-1,2,4-triazines and Products of Their Oxidative Transformations.

✍ Scribed by V. N. Charushin; N. N. Mochul'skaya; A. A. Andreiko; M. I. Kodess; D. V. Beskrovnyi; I. A. Litvinov; O. G. Sinyashin; O. N. Chupakhin

Publisher
John Wiley and Sons
Year
2004
Weight
135 KB
Volume
35
Category
Article
ISSN
0931-7597

No coin nor oath required. For personal study only.

✦ Synopsis

2004

Triazine derivatives

Triazine derivatives R 0655

Tandem A N -A N Reactions in the Synthesis of 1H-Pyrrolo[3,2-e]-1,2,4-triazines and Products of Their Oxidative Transformations. -Triazines (I) react with aminovinyl ketones and ethyl aminocrotonates (II) in acetic anhydride to yield cyclic products of the tandem nucleophilic addition, pyrrolotriazines (IV). Oxidation of pyrrolotriazine (IVb) with potassium permanganate leads to destruction of the fused system instead to the expected aromatic fused system. However, the use of a milder oxidizing agent leads to an unexpected result. The transformation of (IVa)-(IVc) into hydroxytriazolylpyridines (V) under the action of selenious acid belongs to an unusual type of simultaneous transformations of two heterocycles of the bicyclic system. The six-membered triazine ring is contracted to the triazole ring while the five-membered pyrrole ring is expanded to the pyridine ring.

📜 SIMILAR VOLUMES

ChemInform Abstract: Use of Tandem AN-AN
ChemInform Abstract: Use of Tandem AN-AN Reactions for the Synthesis of Thiazolo[4,5-e]-1,2,4-triazines.
✍ Valery N. Charushin; Nataliya N. Mochulskaya; Anatoly A. Andreiko; Mikhail I. Ko 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 29 KB 👁 2 views

## Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable v

ChemInform Abstract: Ring-Chain Transfor
ChemInform Abstract: Ring-Chain Transformation in the 4-Hydroxy-3,4-dihydro-1,2,4-triazine Series and a Novel Method for the Synthesis of 1,2,4-Triazine-4-oxides.
✍ D. N. KOZHEVNIKOV; V. N. KOZHEVNIKOV; V. L. RUSINOV; O. N. CHUPAKHIN; E. O. SIDO 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 36 KB 👁 1 views

Ring-Chain Transformation in the 4-Hydroxy-3,4-dihydro-1,2,4triazine Series and a Novel Method for the Synthesis of 1,2,4-Triazine-4-oxides. -Condensation of the hydrazones (I) with aldehydes or ketones (II) affords a tautomeric mixture (III)/(IV) of triazines. The ringchain transformation of these