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BRIDGED 1,3(1,5)-BENZOXAZOCINES AND 1,3,5-BENZOXADIAZOCINES AS PRODUCTS OF THE HANTZSCH AND BIGINELLI REACTIONS

Олег П. Шкурко
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Abstract


The use of substituted salicylaldehyde, a dicarbonyl compound, and a nitrogen base as starting compounds in the Hantzsch and Biginelli reactions leads to the formation of not only the expected reaction products, but also O-bridged derivatives isomeric to them. The review summarizes the results of studies of such Hantzsch and Biginelli reactions, as well as modified versions of these reactions with starting compounds, acid catalysts, and solvents of different nature. The routes of formation and chemical transformations of Obridged structures, which represent the class of oxazocines and oxadiazocines with various substituents (H, Alk, Ar, Hal, OH, OAlk, NH2, etc.) and functional groups (Ac, CHO, CO2Alk, COCO2Alk, CONR2, CN, NO2), are discussed. Data on the biological activity of some functional derivatives are presented.

Author: Oleg P. Shkurko


Keywords


2,6-methano-1,3-benzoxazocines; 2,6-methano-1,3,5-benzoxadiazocines; 2,6-methano-1,3,5-benzoxadiazocin-4-ones; 2,6-methano-1,3,5-benzoxadiazocine-4-thiones; salicylic aldehydes; Biginelli reaction;, biological activity;, Hantzsch reaction; intramolecular transformations

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