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

Journal Chemistry of Heterocyclic Compounds
ISSN: 0009-3122 , E-ISSN: 1573-8353
Output data Year: 2022, Volume: 58, Number: 6-7, Pages: 279-300 Pages count : 22 DOI: 10.1007/s10593-022-03085-8
Tags 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
Authors Shkurko Oleg P. 1
Affiliations
1 N. N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences

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 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.
Cite: Shkurko O.P.
Bridged 1,3(1,5)-benzoxazocines and 1,3,5-benzoxadiazocines as products of the Hantzsch and Biginelli reactions
Chemistry of Heterocyclic Compounds. 2022. V.58. N6-7. P.279-300. DOI: 10.1007/s10593-022-03085-8 WOS РИНЦ OpenAlex
Original: Шкурко О.П.
Мостиковые 1,3(1,5)-бензоксазоцины и 1,3,5-бензоксадиазоцины как продукты реакций Гранча и Биджинелли
Химия гетероциклических соединений/Khimiya Geterotsiklicheskikh Soedinenii. 2022. С.22.
Dates:
Submitted: Dec 2, 2021
Accepted: Apr 14, 2022
Published online: Jul 30, 2022
Identifiers:
Web of science: WOS:000833454200007
Elibrary: 51468025
OpenAlex: W4288748459
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