24475-94-3Relevant academic research and scientific papers
Organoborane-catalyzed selective 1,2-reduction of alkynones with hydride transfer: Synthesis of benzyl alkynes
Li, Huilin,Man, Qinghong,Ren, Yangqing,She, Xuegong,Wang, Lei,Yang, Mingyu,Yang, Zhigang,Zhai, Lele
supporting information, (2022/01/28)
Benzyl alkynes are important organic building blocks in organic synthesis. We report herein a B(C6F5)3-catalyzed site-selective 1,2-reduction of readily available alkynones to access benzyl alkyne derivatives. Under the de
Synthesis of 2-isoxazolyl-2,3-dihydrobenzofuransviapalladium-catalyzed cascade cyclization of alkenyl ethers
Zhou, Fei,Li, Can,Li, Meng,Jin, Yangbin,Jiang, Huanfeng,Zhang, Yingjun,Wu, Wanqing
supporting information, p. 4799 - 4802 (2021/05/25)
A novel palladium-catalyzed cascade cyclization reaction of alkenyl ethers with alkynyl oxime ethers for the construction of poly-heterocyclic scaffolds has been developed, in which the electron-rich alkene moiety functions as a three-atom unit, simultaneously dealing well with the coordination and regioselectivity of electron-rich olefins under metal catalysis. The strategy features excellent regio- and chemoselectivities as well as good functional group tolerance. Moreover, the newly formed 2-isoxazolyl-2,3-dihydrobenzofuran products can be further transformed to diverse complex heterocycles, demonstrating their potential applications in organic synthesis and medicinal chemistry.
Selective Thiocyanation and Aromatic Amination to Achieve Organized Annulation of Enaminone with Thiocyanate
Feng, Xukai,Leng, Xin,Li, Jianli,Li, Yao,Liu, Hua,Liu, Lang,Liu, Ping,She, Mengyao,Zhang, Jun,Zhang, Shengyong,Zheng, Tingting
supporting information, p. 8396 - 8401 (2021/11/17)
A tandem insertion of thiocyanate to enamine was performed for the regioselective synthesis of multisubstituted benzoimidazo[2,1-b]thiazoles. This method was shown to be effective in addressing the issue of isomerization encountered in common strategies. With a change made to the leading group on the aniline fragment of enamine, the reaction achieved different transformations, thus enabling multisubstituted benzo[4,5]imidazo[2,1-b]thiazoles and thiazoles in satisfactory yields.
Alkyne derivative as well as preparation method and application thereof (by machine translation)
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Paragraph 0073-0078, (2020/06/05)
The invention belongs to the technical field of organic synthesis, and discloses an acetylenic ketone derivative and a preparation method and application thereof. The formula (I) is shown in the structural formula of the alkyne derivative. R1 And R2 Heterocyclyl groups of C1 - C20, halogen, ester, carbonyl, nitro, substituted amino, C5 - C30, or C5 - C30, respectively. To the strategy of nickel catalytic reduction coupling, a carboxylic acid derivative which is widely used in nature is used as a substrate, an alkyne halide is combined as an active alkynylation reagent, and under the condition of room temperature, the universality and the high efficiency method for rapidly constructing various substituted alkynes are obtained. The alkyne compound disclosed by the invention not only can be used as a practical synthesis, but also can be used as a precursor of heterocyclic compounds such as furan, pyrazole, quinoline, pyrimidine and the like. (by machine translation)
Base-Controlled Divergent Synthesis of 5-Cyanobenzoxepines and Benzofuro[2,3- b]pyridines from 2-Bromophenylacetonitriles and Ynones
Chen, Lu-Lu,Zhang, Jing-Wen,Chen, Pei,Zhang, Shuai,Yang, Wan-Wan,Fu, Ji-Ya,Zhu, Jun-Yan,Wang, Yan-Bo
supporting information, p. 5457 - 5461 (2019/08/01)
An effective base-controlled divergent annulation reaction of 2-bromophenylacetonitriles and ynones has been developed. Various functionalized 5-cyanobenzoxepines and benzofuro[2,3-b]pyridines were obtained with a broad substrate scope and high regioselec
Photocatalytic Annulation-Alkynyl Migration Strategy for Multiple Functionalization of Dual Unactivated Alkenes
Zhao, Qi,Hao, Wen-Juan,Shi, Hao-Nan,Xu, Ting,Tu, Shu-Jiang,Jiang, Bo
supporting information, p. 9784 - 9789 (2019/12/24)
A novel photoredox catalysis for multiple functionalization of two different types of unactivated alkenes in a single operation was reported through a conceptually new mode of annulation-alkynyl migration. A wide array of cyclopentane carboxylates were sy
Pyrene marked benzimidazole n-heterocyclic carbene palladium metal complex and preparation and application thereof
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Paragraph 0083; 0084; 0085; 0086; 0087, (2019/06/11)
The invention relates to a pyrene marked benzimidazole n-heterocyclic carbene palladium metal complex. The pyrene marked benzimidazole n-heterocyclic carbene palladium metal complex is prepared from benzimidazole serving as a skeleton and pyridine serving
Synthesis of α,β-alkynyl ketones via the nickel catalysed carbonylative Sonogashira reaction using oxalic acid as a sustainable C1 source
Shaifali,Ram, Shankar,Thakur, Vandna,Das, Pralay
supporting information, p. 7036 - 7041 (2019/08/01)
An efficient and economic nickel-dppb catalyzed, carbonylative Sonogashira cross-coupling reaction was demonstrated to provide rapid access to various α,β-alkynyl ketones from aryl iodides and terminal alkynes using oxalic acid as the ex situ C1 source in a double vial (DV) system. Notably, the role of the ligand in combination with the Ni catalyst for the selective formation of carbonylative Sonogashira products was investigated and supported with control experiments. Yet, no reports are available for carbonylative Sonogashira coupling by using a CO-surrogate under Ni-catalyzed conditions. In this process, for the first time, oxalic acid is used as an ex situ solid, bench stable, easy to handle and efficient CO surrogate in a DV-system for the carbonylative Sonogashira coupling reaction with vast substrate scope.
Palladium-catalyzed carbonylative Sonogashira cross-coupling for the synthesis of alkynones with formic acid as the CO source
Lyu, Xue,Sun, Guanglong,Zhou, Yang,Wang, Yingying,Lei, Min,Wu, Wanying,Guo, Dean
, p. 309 - 315 (2019/01/21)
Abstract: A practical and efficient palladium-catalyzed carbonylative Sonogashira cross-coupling reaction for the synthesis of alkynones from aryl iodides, alkynes, and formic acid as the CO source has been described. Under the assistance of PPh3/I2, formic acid can be used as the CO source for synthesis of alkynones in moderate–good yields. Furthermore, it is also successfully applied for the modification of natural products, such as vindoline and tabersonin, to obtain the corresponding products.
Complementary regioselective synthesis of 3,5-disubstituted isoxazoles from ynones
Liu, Xiaochen,Hong, Dongsub,She, Zhigang,Hersh, William H.,Yoo, Barney,Chen, Yu
, p. 6593 - 6606 (2018/10/05)
Two regioselective synthetic routes towards 3,5-disubstituted isoxazoles from ynones are reported. One route takes place via first converting the ynones to ynone O-methyl oximes, followed by a palladium-catalyzed intramolecular cyclization. The other invo
