SYNTHESIS OF ACETYLENE ALCOHOLS IN DIFFERENT CATALYTIC SYSTEMS

Article Sidebar

Eurasian Journal of Academic Research
PDF (English)
Выпуск: Том 4 № 7 (Special Issue) : Practical problems and solutions to the use of theoretical laws in the sciences of the 21st century
Раздел: Статьи
Опубликован:
Лицензия Creative Commons

Это произведение доступно по лицензии Creative Commons «Attribution» («Атрибуция») 4.0 Всемирная.

Main Article Content

Doctor of Chemistry, Professor, Chirchiq State Pedagogical University, 104 Amir Temur Street, Chirchiq 111700, Uzbekistan; Ministry of Higher and Secondary Special Education of the Republic of Uzbekistan, 5, Do'stlik Street, Tashkent 100102, Uzbekistan
bulak2000@yandex.ru
Doctor of Philosophy (PhD) in Chemistry, Chirchiq State Pedagogical University, 104 Amir Temur Street, Chirchiq 111700, Uzbekistan
guzal020003@yandex.ru

Аннотация:

In this study, with the participation of such complex catalytic systems as 3,3'-Ph2BINOL-2Li/Ti(OiPr)4/Et2Zn and Zn(OTf)2/TBAF•3H2O, some ketones with a carbonyl group in the molecule - cyclopentanone, cyclohexanone, camphor , adamantanone, methyl butyl ketone, methyl ethyl ketone, methyl isopropyl ketone, methyl tert-butyl ketone, acetophenone, methyl p-tolyl ketone, methyl mesityl ketone, methyl β-naphthyl ketone, methyl furyl ketone, methyl thienyl ketone, methyl pyridinyl ketone and methyl 2-chlorothiophenyl ketone terminal alkynes – acetylene, hexine, octine and phenylacetylene by alkynylation reaction acetylene alcohols with high biological activity were synthesized. The relative efficiency of acetylenic alcohols synthesis was established based on the structure, nature, and chemical activity of ketone molecules, the nucleophilic addition reaction of ketones, and their influence on the product yield.

Article Details

Как цитировать:

Ziyadullayev, O. ., & Otamukhamedova, G. . (2024). SYNTHESIS OF ACETYLENE ALCOHOLS IN DIFFERENT CATALYTIC SYSTEMS. Евразийский журнал академических исследований, 4(7 (Special Issue), 1186–1189. извлечено от https://in-academy.uz/index.php/ejar/article/view/36291

Библиографические ссылки:

Uma Maheshwar G., Jhillu S.Y. Synthesis of Chiral Propargyl Alcohols Following the Base-Induced Elimination Protocol: Application in the Total Synthesis of Natural Products // New Journal of Chemistry, 2020. Volume 44, №13, pp. 4972-4986.

Jade V., Maria J. Gonzalez S., Nicholas C. and Beatriz M. Catalytic Enantioselective Addition of Alkylzirconium Reagents to Aliphatic Aldehydes // Molecules, 2021. Volume 26, pp. 4471-4499.

Robert P., Maciej S. and Jacek M. Propargylation of CoQ0 throught the Redox Chain Reaction // The Journal of Organic Chemistry, 2022. Volume 87, pp. 683-692.

Pei Zh., Qiuhong H., Yuyu Ch., Rongshi L., Pengfei L., Wenjun L. Remote Stereocontrolled Construction of Vicinal Axially Chiral Tetrasubstituted Allenes and Heteroatom-Functionalized Quaternary Carbon Stereocenters // Organic Letter, 2019. Volume 21, №2, pp. 503-507.

Bowen J., Xiangyu Y., Yong X., Natalya L., Heriberto D.V., Yanyan G., Ye Y. and Francis V. Tandem Reactions Based on the Cyclization of Carbon Dioxide and Propargylic Alcohols: Derivative Applications of α-Alkylidene Carbonates // Catalysts, 2022. Volume 12, №1, pp. 1-35.

Jiang S., Du S., Yang R., Jin F., Zhou Z.-Z., Tian W.-F., Song X.-R. and Xiao Q. Brønsted Acid Promoted Sulfonylation of Propargylic Alcohols: Synthesis of Triaryl Allenyl Sulfones under Mild Conditions // European Journal Organic Chemistry, 2023. e202201377.

Hao An, Shifei Liu, Shao-Jie Wang, Xiaoyi Yu, Chenqi Shi, Haonan Lin, Si Bei Poh, Hui Yang, Ming Wah Wong, Yu Zhao, Zhifeng Tu, and Shenci Lu. Kinetic Resolution of Acyclic Tertiary Propargylic Alcohols by NHC Catalyzed Enantioselective Acylation // Organic Letters, 2024. Volume 26, Issue 3, pp. 702-707.

Kentaro Iwaki, Koki Maruno, Osamu Nagata, and Norio Shibata. Ethynyl-SF4-Pyridines: Reagents for SF4-Alkynylation to Carbonyl Compounds // The Journal of Organic Chemistry, 2022. Volume 87, Issue 9, 6302-6311.

Ziyadullaev O., Otamukhamedova G., Ikramov A., Abdurakhmanova S., Boytemirov O. Synthesis Of Aromatic Acetylene Alcohols Using Complex Catalytic Systems // Chemistry and Chemical Engineering, 2021. №2, pp. 58-72.

Michal R., Stanislaw L., Piotr K. Highly Enantioselective Addition of Phenylethynylzinc to Aldehydes Using Aziridine-Functionalized Tridentate Sulfinyl Ligands // Tetrahedron: Asymmetry, 2010. Volume 21, pp. 2687-2689.

Chen Sh.-Y., Liu W., Wu. X., Ying J., Yu X., Pu L. A Lewis acid activated reaction of Zn with EtI to promote highly enantioselective alkyne additions to aldehydes // Chemical Communication, 2015. Volume 51, pp. 358-361.

Zhang A.-L., Yang L.-W., Yang N.-F., Liu D.-C. Investigation of catalytic activity and catalytic mechanism of chiral amino diol tridentate ligands in the asymmetric addition of aldehydes in the present of methyllithium reagent // Journal of Organometallic Chemistry, 2014. Volume 768, pp. 50-55.

Bauer T. Enantioselective dialkylzinc-mediated alkynylation, arylation and alkenylation of carbonyl groups // Coordination Chemistry Reviews, 2015. Volume 299, pp. 83-150.

Moore D. and Pu L. BINOL-Catalyzed Highly Enantioselective Terminal Alkyne Additions to Aromatic Aldehydes // Organic Letters, 2002. Volume 4, №11, pp. 1855-1857.

Gao G., Xie R.-G., and Pu L. Highly enantioselective alkyne additions to aldehydes in the presence of 1,1-bi-2-naphthol and hexamethylphosphoramide. // The Proceedings of the National Academy of Sciences, 2004. Volume 101, №15, pp. 5417-5424.

Xiao-Pu Fu, Li Liu, Dong Wang, Yong-Jun Chen, Chao-Jun Li “On water”-promoted direct alkynylation of isatins catalyzed by NHC–silver complexes for the efficient synthesis of 3-hydroxy-3-ethynylindolin-2-ones // Green Chemistry, 2011. Volume 13, Issue 3, pp. 549-553.

Pierre de Fremont, Natalie M. Scott, Edwin D. Stevens, Taramatee Ramnial, Owen C. Lightbody, Charles L. B. Macdonald, Jason A. C. Clyburne, Colin D. Abernethy, Steven P. Nolan Synthesis of Well-Defined N-Heterocyclic Carbene Silver(I) Complexes // Organometallics, 2005. Volume 24, Issue 26, pp. 6301-6309.

Taramatee Ramnial, Colin D. Abernethy, Mark D. Spicer, Iain D. McKenzie, Ian D. Gay, Jason A. C. Clyburne A Monomeric Imidazol-2-ylidene−Silver(I) Chloride Complex: Synthesis, Structure, and Solid State 109Ag and 13C CP/MAS NMR Characterization // Inorganic Chemistry, 2003. Volume 42, Issue 5, pp. 1391-1393.

Karen J. Ardila-Fierro, Carsten Bolm, Jose G. Hernandez Mechanosynthesis of Odd-Numbered Tetraaryl[n]cumulenes // Angewandte Chemie International Edition, 2019. Volume 58, Issue 37, pp. 12945-12949.

Konstantin S. Rodygin, Yulia A. Vikenteva, Valentine P. Ananikov Calcium-Based Sustainable Chemical Technologies for Total Carbon Recycling // Chemistry-Sustainability-Energy-Materials, 2019. Volume 12, Issue 8, pp. 1483-1516.

Otamuxamedova G.Q., Ziyadullayev O.E., Shmid E., Maniecki T. Enantioselective alkynylation of some cyclical ketones by 3,3′-diphenylbinaphtol dilithium // Chemical and Chemical Engineering, 2019. 2, pp. 30-36.

Отамухамедова Г.К., Зиядуллаев О.Э., Буриев Ф.Х., Аблакулов Л.К. Aлкинилирование некоторых кетонов в присутствии октина-1 / Всероссийская научная школа-конференция “Марковниковские чтения: Органическая химия От марковникова до наших дней”, 2024. С. 86