Synthesis of 3-Allyloxy(2-hydroxypropyl)-5,5-dimethylhydantoin, 1-Allyloxy(2-hydroxypropyl)-substituted Benzotriazole and Benzimidazole, and N-allyloxy(2-hydroxypropyl)-substituted Pyrrolidone, Caprolactam, and Phthalimide

Mesropyan, E. G.; Hambardzumyan, G. B.; Avetisyan, A. A.; Galstyan, A. S.; Khachatryan, A. G.

doi:10.1007/s10593-005-0261-x

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“…Other pathways to substitute nitrogen N-3 are nucleophilic substitution of oxirane derivatives that led to 3-β-hydroxyhydantoins 134,135 and Mitsunobu reaction. 136−138 Hugel et al circumvented the classical alkylation methods and developed, for the N-arylation of hydantoins, a copper-promoted coupling reaction with triarylbismuthanes and aryl boronic acids, 139 the latter being better agents of arylation in the procedure (Scheme 17).…”

Section: Miscellaneousmentioning

confidence: 99%

“…Other pathways to substitute nitrogen N- 3 are nucleophilic substitution of oxirane derivatives that led to 3-β-hydroxyhydantoins , and Mitsunobu reaction. − Hügel et al circumvented the classical alkylation methods and developed, for the N- arylation of hydantoins, a copper-promoted coupling reaction with triarylbismuthanes and aryl boronic acids, the latter being better agents of arylation in the procedure (Scheme ). Shinde et al prepared a 3-(2-oxo-phenylethyl)-hydantoin from 5,5-dimethyl-1,3-dibromo-hydantoin to illustrate their N -bromosuccinimide promoted synthesis of α-imido ketones from styrenes …”

Section: - and 35-disubstituted Hydantoinsmentioning

confidence: 99%

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Recent Advances in the Synthesis of Hydantoins: The State of the Art of a Valuable Scaffold

et al. 2017

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The review highlights the hydantoin syntheses presented from the point of view of the preparation methods. Novel synthetic routes to various hydantoin structures, the advances brought to the classical methods in the aim of producing more sustainable and environmentally friendly procedures for the preparation of these biomolecules, and a critical comparison of the different synthetic approaches developed in the last twelve years are also described. The review is composed of 95 schemes, 8 figures and 528 references for the last 12 years and includes the description of the hydantoin-based marketed drugs and clinical candidates.

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Section: Miscellaneousmentioning

confidence: 99%