Research output: Contribution to journal › Article › peer-review
New Efficient Approach to the Preparation of (+)-Camphor and (–)-Fenchone Anils under Homogeneous Catalysis Conditions. / Vernigora, A. A.; Brunilin, R. V.; Burmistrov, V. V. et al.
In: Doklady Chemistry, Vol. 512, No. 1, 09.2023, p. 260-265.Research output: Contribution to journal › Article › peer-review
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TY - JOUR
T1 - New Efficient Approach to the Preparation of (+)-Camphor and (–)-Fenchone Anils under Homogeneous Catalysis Conditions
AU - Vernigora, A. A.
AU - Brunilin, R. V.
AU - Burmistrov, V. V.
AU - Davidenko, A. V.
AU - Nawrozkij, M. B.
AU - Salykin, N. A.
AU - Chernyshov, V. V.
AU - Novakov, I. A.
N1 - This work was supported by the Russian Science Foundation (project no. 22–13–20062, https://rscf.ru/project/22-13-20062 ) and the Administration of Volgograd oblast according to agreement no. 2 of June 10, 2022. Публикация для корректировки.
PY - 2023/9
Y1 - 2023/9
N2 - An efficient approach to the synthesis of (+)-camphor and (–)-fenchone anils has been developed, which involves the reaction of the corresponding bicyclic monoterpenoid ketones with substituted anilines in the presence of in situ prepared (i-PrO)2Ti(OTf)2·(i-PrOH)2 complex, as a homogeneous catalyst, and (i-PrO)4Ti, as a dehydrating agent. The advantage of the suggested method lies not only in obtaining target products in good yield and high purity, but also in a simplified procedure for their isolation. These products are of interest as potential pharmacologically active compounds, antioxidants for rubber mixtures, and components of 3D-printing formulations.
AB - An efficient approach to the synthesis of (+)-camphor and (–)-fenchone anils has been developed, which involves the reaction of the corresponding bicyclic monoterpenoid ketones with substituted anilines in the presence of in situ prepared (i-PrO)2Ti(OTf)2·(i-PrOH)2 complex, as a homogeneous catalyst, and (i-PrO)4Ti, as a dehydrating agent. The advantage of the suggested method lies not only in obtaining target products in good yield and high purity, but also in a simplified procedure for their isolation. These products are of interest as potential pharmacologically active compounds, antioxidants for rubber mixtures, and components of 3D-printing formulations.
KW - (+)-camphor
KW - (–)-fenchone
KW - anils
KW - condensation
KW - homogeneous catalysis
UR - https://www.scopus.com/record/display.uri?eid=2-s2.0-85180674840&origin=inward&txGid=7183949ff8287f83c528cf521661bb86
UR - https://www.mendeley.com/catalogue/5eb15903-3841-3d8d-b6c1-26f3b58bb63d/
U2 - 10.1134/S0012500823600700
DO - 10.1134/S0012500823600700
M3 - Article
VL - 512
SP - 260
EP - 265
JO - Doklady Chemistry
JF - Doklady Chemistry
SN - 0012-5008
IS - 1
ER -
ID: 59549140