126613-16-9Relevant academic research and scientific papers
Multicomponent Assembly of α,α-Bis-Sulfonyl Arylketones and Multiple Substituted Conjugated Dienes Induced by Visible-Light Irradiation without Additives and Photocatalysts
Xu, Hailong,Ye, Ruyi,Li, Ziyang,Han, Man-Yi,Meng, Ling-Guo
, p. 2670 - 2675 (2021)
A synthetic method is described to produce α,α-bis-sulfonyl arylketones from bromoalkynes and sulfinic acids under visible-light irradiation, this visible-light-promoted multicomponent cascade processes are used without additives or photocatalysts. Replacing sulfinic acids with sodium arylsulfinates results in another multicomponent reaction for synthesizing multisubstituted conjugated dienes with 26%–54% yields via construction of a C?C bond and without the use of transition metals and other additives. (Figure presented.).
Radical-mediated sulfonyl alkynylation, allylation, and cyanation of propellane
Wu, Zhen,Xu, Yaohui,Zhang, Huihui,Wu, Xinxin,Zhu, Chen
, p. 6066 - 6069 (2021/06/21)
Bicyclo[1.1.1]pentane (BCP) is widely applied as the bioisostere for aryl, internal alkynes, andtert-butyl groups in medicinal chemistry. We herein disclose an efficient and practical preparation of sulfonyl alkynyl/allyl/cyano-substituted BCP derivatives
Boryl Radical-Mediated C?H Activation of Inactivated Alkanes for the Synthesis of Internal Alkynes
Han, Jia-Bin,San, Htet Htet,Guo, Ao,Wang, Long,Tang, Xiang-Ying
supporting information, p. 2366 - 2370 (2020/11/30)
An intriguing pyridine-boryl radical-mediated C?H alkynylation reaction of inactivated alkanes was described. The reaction features mild operation condition and wide substrate scope, and affords the corresponding products in moderate to good yields. Notab
Visible-Light-Induced Three-Component Intermolecular Trifluoromethyl-Alkenylation Reactions of Unactivated Alkenes
Guo, Yuan-Qiang,Wang, Kaihua,Wang, Ruiguo,Song, Hongjian,Liu, Yuxiu,Wang, Qingmin
supporting information, p. 1651 - 1655 (2021/02/12)
Herein, we describe a practical protocol for efficient, mild, visible-light-induced three-component intermolecular trifluoromethyl-alkenylation reactions of unactivated alkenes. The protocol has good functional group tolerance and a broad substrate scope. Using this protocol, we not only introduced a trifluoromethyl group into alkenes but also converted unactivated alkenes to styrene-based activated alkenes, in addition to accomplishing late-stage functionalization of pharmaceutical intermediates. (Figure presented.).
Visible-light-mediated alkylation of 4-alkyl-1,4-dihydropyridines with alkenyl sulfones
Dong, Jianyang,Liu, Yuxiu,Wang, Qingmin,Yue, Fuyang
supporting information, p. 8924 - 8928 (2021/11/04)
Herein we report a mild, general protocol for visible-light-mediated alkylation of 4-alkyl-1,4-dihydropyridines with alkenyl sulfones. The protocol permits efficient functionalization of sulfones with a broad range of cyclic and acyclic secondary and tert
Electrochemical Sulfonylation of Alkynes with Sulfonyl Hydrazides: A Metal- and Oxidant-Free Protocol for the Synthesis of Alkynyl Sulfones
Mo, Zu-Yu,Zhang, Yu-Zhen,Huang, Guo-Bao,Wang, Xin-Yu,Pan, Ying-Ming,Tang, Hai-Tao
supporting information, p. 2160 - 2167 (2020/03/04)
Herein, an electrochemical oxidative cross-coupling reaction between terminal alkynes and sulfonylhydrazides has been developed. Tetrabutylammonium iodide is used as the electrolyte and redox medium. The significant advantages of this method are high atom efficiency, functional group tolerance, and transition metal- and oxidant-free conditions. Most of the compounds exhibit good inhibitory activity on tumor cell lines, and one of the compounds can inhibit cell migration and induce apoptosis in HeLa cells. (Figure presented.).
Copper-catalyzed regioselective synthesis of (E)-β-fluorovinyl sulfones
Román, Raquel,Barrio, Pablo,Mateu, Natalia,Sedgwick, Daniel M.,Fustero, Santos
, (2019/05/02)
Organofluorine compounds are finding increasing application in a variety of fields such as pharmaceutical, agrochemical, and material sciences. However, given the scarcity of fluorine-containing natural products, advancement in this area depends almost entirely on the development of new synthetic methodologies. In this article, we present the synthesis of a series of previously undescribed (E)-β-fluorovinyl sulfones via a simple copper-catalyzed addition of hydrogen fluoride to alkynyl sulfone starting materials in varying yields and E/Z selectivities. The hydrogenation of these products was also explored and compared with the hydrogenation of the related Z isomers. These new products may find interesting applications, given the versatility of vinyl sulfones in chemical synthesis and the unique properties of vinyl fluorides in biological settings.
Mukaiyama reagent-promoted metal-free preparation of alkynyl sulfones and phosphonates under mild conditions
Qi, Danyang,Dong, Wanrong,Peng, Zhihong,Zhang, Yingjun,An
, (2019/08/01)
An efficient and mild route for the formation sulfur or phosphor-substituted alkynes was herein demonstrated. The Mukaiyama reagent-mediated transformation started from easily-accessible substrates without carbon-carbon triple bonds, and the reaction proceeded under mild conditions (room temperature) in a one-pot manner, requiring for no transition metal-catalysts. The practical protocol featured for good functional groups tolerance (up to 41 examples) and high efficiency (up to 91% yields) towards alkynyl sulfones and alkynyl phosphonates at low cost.
Synthesizing method of acetyleic sulfone
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Paragraph 0037-0049; 0050-0053; 0062-0065, (2019/03/28)
The invention provides a synthesizing method of acetyleic sulfone. The synthesizing method comprises the following steps of mixing a primer which is shown in the description, 2-chloro-1-methylpyridinium iodide, an alkaline substance and an organic solvent
A metal-free and regioselective approach to (Z)-β-fluorovinyl sulfones and their chemoselective hydrogenation to β-fluoroalkyl sulfones
Sedgwick, Daniel M.,Román, Raquel,Barrio, Pablo,Morales, Cristina,Fustero, Santos
, p. 108 - 116 (2018/01/01)
A highly regioselective, metal-free hydrofluorination reaction of alkynyl sulfones was developed using TBAF—one of the cheapest and most commonly available fluoride sources. In addition, the reactivity of the resulting β-fluorovinyl sulfones was studied, focusing on their selective hydrogenation reaction. Both β-fluorovinyl sulfones and their hydrogenation products β-fluoroalkyl sulfones may find applications in medicinal and agrochemical sciences.
