29784-20-1Relevant academic research and scientific papers
Carbonylative Sonogashira coupling of terminal alkynes with aryl iodides under atmospheric pressure of CO using Pd(II)@MOF as the catalyst
Bai, Cuihua,Jian, Siping,Yao, Xianfang,Li, Yingwei
, p. 3261 - 3267 (2014)
A novel, highly efficient, and phosphine-free heterogeneous palladium-MOF catalytic system for the carbonylative Sonogashira coupling of terminal alkynes with aryl iodides was developed. The catalyst could efficiently promote the carbonylative coupling reaction under atmospheric pressure of CO, affording the corresponding aryl α,β-alkynyl ketones in good to excellent yields. Besides high activity and selectivity, the proposed catalytic system features a broad substrate scope for both alkynes and aryl iodides. Moreover, the heterogeneous catalyst was recyclable, showed negligible metal leaching, and could be reused at least five times without significant loss in catalytic efficiency under the investigated conditions. the Partner Organisations 2014.
A general two-step one-pot synthesis process of ynones from α-keto acids and 1-iodoalkynes
Zeng, Xiaobao,Liu, Chulong,Yang, Weiguang,Wang, Xingyong,Wang, Xinyan,Hu, Yuefei
supporting information, p. 9517 - 9520 (2018/08/28)
A general two-step one-pot synthesis process of ynones was developed by cycloaddition of α-keto acids and 1-iodoalkynes followed by a ring-opening reaction. Its easy conditions and novel mechanism endowed it with two distinctive advantages: iodine-atom bonded to C(sp2) remained intact and α-keto acids became a part of the triple bonds in ynones.
Silver-catalyzed Double Decarboxylative Radical Alkynylation/Annulation of Arylpropiolic Acids with α-keto Acids: Access to Ynones and Flavones under Mild Conditions
Meng, Mengting,Wang, Guofang,Yang, Liangfeng,Cheng, Kai,Qi, Chenze
supporting information, p. 1218 - 1231 (2018/02/16)
Ynones are privileged building blocks in various organic syntheses of heterocyclic derivatives due to their multifunctional nature, and flavones are an important class of natural products with a wide range of biological activities. We describe the catalytic double decarboxylative alkynylation of arylpropiolic acids with α-keto acids. With Ag(I)/persulfate as the catalysis system, the valuable ynones bearing various substituents could be easily obtained. The introduction of hydroxyl substituent on ortho-site of α-keto acids make this strategy further applicable to the construction of flavone derivatives via heteroannulation in moderate to good yields with a similar silver-catalyzed system. The reactions proceed under relatively mild reaction conditions and tolerate a wide variety of functional groups. Control experiments indicated that both the reactions undergo radical processes. (Figure presented.).
Palladium-catalyzed Sonogashira coupling of amides: Access to ynones: Via C-N bond cleavage
Cui, Ming,Wu, Hongxiang,Jian, Junsheng,Wang, Hui,Liu, Chao,Daniel, Stelck,Zeng, Zhuo
, p. 12076 - 12079 (2016/10/13)
The first palladium-catalyzed Sonogashira coupling of amides has been developed, which proceeds via a selective cleavage of the N-acylsaccharin C-N bond. Notably, the new approach employs N-acylsaccharins as coupling partners to give ynones in good to excellent yield. This protocol can be efficiently utilized in the synthesis of a broad array of ynones under low catalyst loading and Cu-free conditions.
Zinc-Catalyzed Dehydrogenative Cross-Coupling of Terminal Alkynes with Aldehydes: Access to Ynones
Tang, Shan,Zeng, Li,Liu, Yichang,Lei, Aiwen
supporting information, p. 15850 - 15853 (2016/01/29)
Because of the lack of redox ability, zinc has seldom been used as a catalyst in dehydrogenative cross-coupling reactions. Herein, a novel zinc-catalyzed dehydrogenative C(sp2)-H/C(sp)-H cross-coupling of terminal alkynes with aldehydes was dev
Palladium- and base-free synthesis of conjugated ynones by cross-coupling reactions of alkynylboronates with acid chlorides mediated by CuCl
Nishihara, Yasushi,Saito, Daisuke,Inoue, Eiji,Okada, Yoshiaki,Miyazaki, Mikihiro,Inoue, Yoshiaki,Takagi, Kentaro
experimental part, p. 306 - 308 (2010/03/24)
Alkynylboronates can be employed as a practical and versatile precursor for a variety of π-conjugated organic compounds. In the presence of Cu(I) salt, cross-coupling reactions of acid chlorides with alkynylboronates giving rise to the corresponding conju
Highly satisfactory alkynylation of alkenyl halides via Pd-catalyzed cross-coupling with alkynylzincs and its critical comparison with the sonogashira alkynylation
Negishi, Ei-Ichi,Qian, Mingxing,Zeng, Fanxing,Anastasia, Luigi,Babinski, David
, p. 1597 - 1600 (2007/10/03)
(Matrix presented) The Pd-catalyzed alkynylation of various alkenyl halides and triflates with alkynylzincs proceeds well even with alkynyl derivatives containing electron-withdrawing groups. The reaction appears to be highly general. Noteworthy is that the corresponding Sonogashira reactions under various reported conditions are significantly less satisfactory in all cases performed in this study.
1-phenyl-3-aryl-2-propyne-1-one useful as calcium uptake inhibitors
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, (2008/06/13)
This invention relates to 1-phenyl-3-aryl-2-propyne-1-ones, the use of these compounds as calcium uptake inhibitors in leukocytes and thrombocytes, and pharmaceutical compositions containing these compounds as active ingredients, and the process of their preparation.
