New Efficient Approach to the Preparation of (+)-Camphor and (-)-Fenchone Anils under Homogeneous Catalysis Conditions

被引：2

作者：

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
]}

机构：

[1] Volgograd State Tech Univ, Volgograd 400005, Russia

[2] Sirius Univ Sci & Technol, Sirius Fed Terr 354340, Krasnodar Krai, Russia

[3] Novosibirsk State Univ, Novosibirsk 630090, Russia

来源：

DOKLADY CHEMISTRY | 2023年 / 512卷 / 01期

基金：

俄罗斯科学基金会;

关键词：

anils; (+)-camphor; (-)-fenchone; condensation; homogeneous catalysis; DERIVATIVES; INHIBITORS;

D O I：

10.1134/S0012500823600700

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

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)(2)Ti(OTf)(2)center dot(i-PrOH)(2) complex, as a homogeneous catalyst, and (i-PrO)(4)Ti, 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.

引用

页码：260 / 265

页数：6

共 50 条

[1] New Efficient Approach to the Preparation of (+)-Camphor and (–)-Fenchone Anils under Homogeneous Catalysis Conditions
A. A. Vernigora
R. V. Brunilin
V. V. Burmistrov
A. V. Davidenko
M. B. Nawrozkij
N. A. Salykin
V. V. Chernyshov
I. A. Novakov
Doklady Chemistry, 2023, 512 : 260 - 265
[2] Homogeneous Catalysis of Valeronitrile Hydrolysis under Supercritical Conditions
Sarlea, Michael
Kohl, Sabine
Blickhan, Nina
Vogel, Herbert
CHEMSUSCHEM, 2012, 5 (01) : 200 - 205
[3] Transformations of Carbon Dioxide under Homogeneous Catalysis Conditions (A Review)
D. N. Gorbunov
M. V. Nenasheva
M. V. Terenina
Yu. S. Kardasheva
S. V. Kardashev
E. R. Naranov
A. L. Bugaev
A. V. Soldatov
A. L. Maximov
E. A. Karakhanov
Petroleum Chemistry, 2022, 62 : 1 - 39
[4] Transformations of Carbon Dioxide under Homogeneous Catalysis Conditions (A Review)
Gorbunov, D. N.
Nenasheva, M. V.
Terenina, M. V.
Kardasheva, Yu. S.
Kardashev, S. V.
Naranov, E. R.
Bugaev, A. L.
Soldatov, A. V.
Maximov, A. L.
Karakhanov, E. A.
PETROLEUM CHEMISTRY, 2022, 62 (01) : 1 - 39
[5] Preparation of sulfated-chitins under homogeneous conditions
Zou, Yuquan
Khor, Eugene
CARBOHYDRATE POLYMERS, 2009, 77 (03) : 516 - 525
[6] Recycling Homogeneous Catalysts Simply by Organic Solvent Nanofiltration: New Ways to Efficient Catalysis
Dreimann, Jens M.
Skiborowski, Mirko
Behr, Arno
Vorholt, Andreas J.
CHEMCATCHEM, 2016, 8 (21) : 3330 - 3333
[7] Palladacycles - An old organometallic family revisited: New, simple, and efficient catalyst precursors for homogeneous catalysis
Dupont, J
Pfeffer, M
Spencer, J
EUROPEAN JOURNAL OF INORGANIC CHEMISTRY, 2001, (08) : 1917 - 1927
[8] Preparation of benzisothiazolones from 2-bromobenzamides and sulfur under copper catalysis conditions
Krasikova, V.
Katkevics, M.
CHEMISTRY OF HETEROCYCLIC COMPOUNDS, 2013, 48 (11) : 1684 - 1690
[9] Time and energy-efficient homogeneous transesterification of cellulose under mild reaction conditions
Ding, Jiajia
Li, Chengguo
Liu, Jian
Lu, Yuqing
Qin, Guanghui
Gan, Lihui
Long, Minnan
CARBOHYDRATE POLYMERS, 2017, 157 : 1785 - 1793
[10] Pyrrolidine-linker-camphor assembly: bifunctional organocatalysts for efficient Michael addition of cyclohexanone to nitroolefins under neat conditions
Anwar, Shaik
Lee, Pei-Hsun
Chou, Tsai-Yung
Chang, Chihliang
Chen, Kwunmin
TETRAHEDRON, 2011, 67 (06) : 1171 - 1177

← 1 2 3 4 5 →