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Bridged 1,3(1,5)-benzoxazocines and 1,3,5-benzoxadiazocines as products of the Hantzsch and Biginelli reactions

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Chemistry of Heterocyclic Compounds Aims and scope

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 O-bridged 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.

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  1. N. N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences, 9 Akademika Lavrentieva Ave, Novosibirsk, 630090, Russia

    Oleg P. Shkurko

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, 2022, 58(6/7), 279–300

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Shkurko, O.P. Bridged 1,3(1,5)-benzoxazocines and 1,3,5-benzoxadiazocines as products of the Hantzsch and Biginelli reactions. Chem Heterocycl Comp 58, 279–300 (2022). https://doi.org/10.1007/s10593-022-03085-8

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