Nickel catalysis synthesis of 2,5-disubstituted furans from aryl (alkyl) iodide

被引：0

作者：

Sun, Zhongqiang ^{[1
]}

机构：

[1] Hebei Univ Sci & Technol, Coll Environm Sci & Engn, Shijiazhuang 050018, Hebei, Peoples R China

来源：

PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS | 2024年 / 199卷 / 01期

关键词：

Nickel catalysis; C-C coupling; calcium carbide; one-pot; furan; 1,3-diynes; THIOPHENES; DERIVATIVES; ACCESS; ACIDS; HETEROCYCLES; 1,3-DIYNES;

D O I：

10.1080/10426507.2023.2249576

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

A new methodology using various aryl(alkyl)iodides and CaC(2 )as coupling partners has been developed for the successful preparation of 2,5-disubstituted furans in good to excellent yields. The broad substrate range makes this method a practical and versatile approach for the preparation of (hetero)aryl- and alkyl-substituted furans, which are valuable building blocks in many biologically active compounds and functional materials.

引用

页码：63 / 70

页数：8

共 42 条

[1] One-Pot Synthesis of Unsymmetrical 1,3-Butadiyne Derivatives and their Application in the Synthesis of Unsymmetrical 2,5-Diarylthiophenes
Andrade, Camila B.
Carvalho, Diego B.
Trefzger, Ozildeia S.
Kassab, Najla M.
Guerrero, Palimecio G., Jr.
Barbosa, Sandro L.
Shiguemoto, Cristiane Y. K.
Baroni, Adriano C. M.
[J]. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2019, 2019 (04) : 696 - 704
[2] Application of DMSO in the Synthesis of 1,4-Disubstituted (But-1-en-3-ynyl) methylthioethers
Cao, Chuanchuan
Zhang, Liang
Zhou, Gang
Dan, Wenyan
Wang, Xiaorong
Zhao, Xiaoming
[J]. CHEMISTRYSELECT, 2017, 2 (10): : 2985 - 2988
[3] High-Value Biomass-Derived 2,5-Furandicarboxylic Acid Derivatives Obtained by a Double Decarboxylative Cross-Coupling
Chacon-Huete, Franklin
Mangel, Daniel
Ali, Maythem
Sudano, Anthony
Forgione, Pat
[J]. ACS SUSTAINABLE CHEMISTRY & ENGINEERING, 2017, 5 (08): : 7071 - 7076
[4] A Highly Efficient Synthesis of 2,5-Disubstituted Furans from Enyne Acetates Catalyzed by Lewis Acid and Palladium
Chen, Zhang-Wang
Luo, Miao-Ting
Wen, Yue-Lu
Ye, Min
Zhou, Zhong-Gao
Liu, Liang-Xian
[J]. SYNLETT, 2014, 25 (16) : 2341 - 2344
[5] Rh(I)-Catalyzed Decarbonylation of Diynones via C-C Activation: Orthogonal Synthesis of Conjugated Diynes
Dermenci, Alpay
Whittaker, Rachel E.
Dong, Guangbin
[J]. ORGANIC LETTERS, 2013, 15 (09) : 2242 - 2245
[6] Copper-Catalyzed Regioselective Synthesis of Multisubstituted Furans by Coupling between Ketones and Aromatic Olefins
Dey, Amrita
Ali, Md Ashif
Jana, Sourav
Hajra, Alakananda
[J]. JOURNAL OF ORGANIC CHEMISTRY, 2017, 82 (09) : 4812 - 4818
[7] Silver-catalysed reactions of alkynes: recent advances
Fang, Guichun
Bi, Xihe
[J]. CHEMICAL SOCIETY REVIEWS, 2015, 44 (22) : 8124 - 8173
[8] 2,4-diphenyl furan diamidines as novel anti-Pneumocystis carinii pneumonia agents
Francesconi, I
Wilson, WD
Tanious, FA
Hall, JE
Bender, BC
Tidwell, RR
McCurdy, D
Boykin, DW
[J]. JOURNAL OF MEDICINAL CHEMISTRY, 1999, 42 (12) : 2260 - 2265
[9] Furans in polymer chemistry
Gandini, A
Belgacem, MN
[J]. PROGRESS IN POLYMER SCIENCE, 1997, 22 (06) : 1203 - 1379
[10] Efficient Pd-Catalyzed Direct Arylations of Heterocycles with Unreactive and Hindered Aryl Chlorides
Ghosh, Debalina
Lee, Hon Man
[J]. ORGANIC LETTERS, 2012, 14 (21) : 5534 - 5537

← 1 2 3 4 5 →