NOVEL EFFICIENT SYNTHETIC PATHWAY (+)‑CAMPHOR AND (–)‑FENCHONE ANILS UNDER HOMOGENOUS CATALYSIS

A. A. Vernigora; Вернигора А. А.; R. V. Brunilin; Брунилин Р. В.; V. V. Burmistrov; Бурмистров В. В.; A. V. Davidenko; Давиденко А. В.; M. B. Nawrozkij; Навроцкий М. Б.; N. A. Salykin; Салыкин Н. А.; V. V. Chernyshov; Чернышов В. В.; I. A. Novakov; Новаков И. А.

doi:10.31857/S2686953522600775

NOVEL EFFICIENT SYNTHETIC PATHWAY (+)‑CAMPHOR AND (–)‑FENCHONE ANILS UNDER HOMOGENOUS CATALYSIS

Autores: Vernigora A.A.¹, Brunilin R.V.¹, Burmistrov V.V.¹, Davidenko A.V.¹, Nawrozkij M.B.², Salykin N.A.¹, Chernyshov V.V.²^,3, Novakov I.A.¹
Afiliações:
1. Volgograd State Technical University
2. Sirius University of Science and Technology
3. Novosibirsk State University
Edição: Volume 512, Nº 1 (2023)
Páginas: 52-58
Seção: CHEMISTRY
URL: https://journals.rcsi.science/2686-9535/article/view/247181
DOI: https://doi.org/10.31857/S2686953522600775
EDN: https://elibrary.ru/JZAGIZ
ID: 247181

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Resumo

An efficient approach to the synthesis of (+)-camphor and (–)‑fenchone anils has been developed, which consists in the interaction of the corresponding bicyclic monoterpenoid ketones with substituted anilines in the presence of the (i-PrO)₂Ti(OTf)₂·(i-PrOH)₂ complex obtained in situ, as a homophasic catalyst, and (i‑PrO)₄Ti, as a dehydrating agent. The advantage of the proposed method lies not only in obtaining target products with good yields and high purity, but also in a simplified procedure for isolating target substances, which, in turn, are of interest as pharmacologically active compounds, antioxidants for rubber compounds and components of compositions for 3D-print.

Palavras-chave

anils, (+)‑camphor, (–)‑fenchone, irreversible condensation, Ti‑catalysed reaction

Bibliografia

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