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Effective approach to a synthesis of fluorine-containing 4-acylamino-4,5,6,7-tetrahydrobenzisoxazoles
Author(s) -
Tatyana S. Khlebnicova,
Yu. A. Piven,
Igor I. Gerus,
Alexander E. Sorochinsky,
Ф. А. Лахвич
Publication year - 2020
Publication title -
doklady nacionalʹnoj akademii nauk belarusi
Language(s) - English
Resource type - Journals
eISSN - 2524-2431
pISSN - 1561-8323
DOI - 10.29235/1561-8323-2019-63-6-716-720
Subject(s) - sodium borohydride , sulfuric acid , aryl , ritter reaction , acetonitrile , acetic acid , chemistry , fluorine , organic chemistry , alkyl , catalysis
On the example of synthesis of 4-acetylamino-3-fluoroalkyl(aryl)-4,5,6,7-tetrahydro-1,2-benzisoxazoles, the effective approach to a synthesis of novel 4-acylamino-4,5,6,7-tetrahydro-1,2-benzisoxazoles is proposed. 3-Fluoroalkyl(aryl)- 6,7-dihydro-1,2-benzisoxazol-4-ones were reduced by a sodium borohydride in isopropanol to obtain 3-fluoroalkyl(aryl)- 4,5,6,7-tetrahydro-1,2-benzisoxazol-4-ols that in the conditions of the Ritter reaction (acetonitrile, acetic acid, sulfuric acid) gave target 4-acylamino derivatives with 80–94 % yields.

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