This article is cited in 3 scientific papers (total in 3 papers)
Intramolecular Cyclization in 4-Azido-5-ethoxycarbonyl-2-(2′-hydroxyphenyOpyrimidine: Synthesis and Properties of 3-Ethoxy-6-(2′-hydroxyphenyl)isoxazolo[3,4-d]pyrimidine
Abstract:
The title azide in the solid state or in DMSO solution cyclizes thermally to isoxazolo[3,4-d]pyrimidine 2, which can either further rearrange to isoxazolone 3 or be transformed to hydroxylamine 5 or sulfoximine 7 on interaction with water or upon dilution of its DMSO solution by water, respectively; the tetrazolo tautomer 1T yields the acrylate 6.
Document Type:
Article
Language: English
Citation:
V. P. Vetchinov, E. B. Nikolaenkova, V. I. Mamatyuk, V. P. Krivopalov, “Intramolecular Cyclization in 4-Azido-5-ethoxycarbonyl-2-(2′-hydroxyphenyOpyrimidine: Synthesis and Properties of 3-Ethoxy-6-(2′-hydroxyphenyl)isoxazolo[3,4-d]pyrimidine”, Mendeleev Commun., 3:4 (1993), 151–153
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https://www.mathnet.ru/eng/mendc5306
https://www.mathnet.ru/eng/mendc/v3/i4/p151
This publication is cited in the following 3 articles:
György Hajós, Zsuzsanna Riedl, Gert Kollenz, “Recent Advances in Ring Transformations of Five-Membered Heterocycles and Their Fused Derivatives”, Eur. J. Org. Chem., 2001:18 (2001), 3405
V. P. Vetchinov, E. B. Nikolaenkova, V. I. Mamatyuk, V. P. Krivopalov, “The formation of 3-ethoxy-6-(2-hydroxyphenyl)isoxazolo[3,4-d]pyrimidine in the photolysis of 4-azido-5-ethoxycarbonyl-2-(2-hydroxyphenyl)pyrimidine”, Russ Chem Bull, 46:3 (1997), 607
V. P. VETCHINOV, E. B. NIKOLAENKOVA, V. I. MAMATYUK, V. P. KRIVOPALOV, “ChemInform Abstract: Intramolecular Cyclization in 4‐Azido‐5‐ethoxycarbonyl‐2‐(2′‐ hydroxyphenyl)pyrimidine (I): Synthesis and Properties of 3‐Ethoxy‐6‐( 2′‐hydroxyphenyl)isoxazolo(3,4‐d)pyrimidine (II).”, ChemInform, 25:34 (1994)
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