74203-39-7Relevant academic research and scientific papers
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
, 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
Direct Photoexcitation of Ethynylbenziodoxolones: An Alternative to Photocatalysis for Alkynylation Reactions**
Amos, Stephanie G. E.,Cavalli, Diana,Le Vaillant, Franck,Waser, Jerome
supporting information, p. 23827 - 23834 (2021/09/25)
Ethynylbenziodoxolones (EBXs) are commonly used as radical traps in photocatalytic alkynylations. Herein, we report that aryl-substituted EBX reagents can be directly activated by visible light irradiation. They act as both oxidants and radical traps, alleviating the need for a photocatalyst in several reported EBX-mediated processes, including decarboxylative and deboronative alkynylations, the oxyalkynylation of enamides and the C?H alkynylation of THF. Furthermore, the method could be applied to the synthesis of alkynylated quaternary centers from tertiary alcohols via stable oxalate salts and from tertiary amines via aryl imines. A photocatalytic process using 4CzIPN as an organic dye was also developed for the deoxyalkynylation of oxalates.
Allosteric Modulation of Protein Arginine Methyltransferase 5 (PRMT5)
Palte, Rachel L.,Schneider, Sebastian E.,Altman, Michael D.,Hayes, Robert P.,Kawamura, Shuhei,Lacey, Brian M.,Mansueto, My Sam,Reutershan, Michael,Siliphaivanh, Phieng,Sondey, Christopher,Xu, Haiyan,Xu, Zangwei,Ye, Yingchun,Machacek, Michelle R.
supporting information, p. 1688 - 1693 (2020/09/02)
Protein arginine methyltransferase 5 (PRMT5) belongs to a family of enzymes that regulate the posttranslational modification of histones and other proteins via methylation of arginine. Methylation of histones is linked to an increase in transcription and
Graphitic Carbon Nitride Polymer as a Recyclable Photoredox Catalyst for Decarboxylative Alkynylation of Carboxylic Acids
Guo, Jiaqi,Wang, Yating,Li, Yuhang,Lu, Kailin,Liu, Shihui,Wang, Wei,Zhang, Yongqiang
supporting information, p. 3898 - 3904 (2020/08/07)
Visible-light-induced heterogeneous photocatalysis for decarboxylative alkynylation has been performed. The using of cheap, metal-free and recyclable graphitic carbon nitride (g-C3N4) as the photoredox catalyst in the process enables
B(C6F5)3/Amine-Catalyzed C(sp)?H Silylation of Terminal Alkynes with Hydrosilanes: Experimental and Theoretical Studies
Ma, Yuanhong,Lou, Shao-Jie,Luo, Gen,Luo, Yong,Zhan, Gu,Nishiura, Masayoshi,Luo, Yi,Hou, Zhaomin
, p. 15222 - 15226 (2018/10/25)
Transition metal catalyzed C?H functionalization of organic compounds has proved to be a useful atom-efficient strategy in organic synthesis. In contrast, main-group-element-based catalytic processes for C?H functionalization have remained underexplored t
Application of Hantzsch Ester and Meyer Nitrile in Radical Alkynylation Reactions
Liu, Xu,Liu, Ruoyu,Dai, Jie,Cheng, Xu,Li, Guigen
supporting information, p. 6906 - 6909 (2018/10/25)
The first example of constructing a Csp3-Csp bond with substituted Hantzsch ester and Meyer nitrile is reported. When benziodoxole-activated alkyne was applied as the alkynyl donor, products containing Csp3-Csp bonds involving primary, secondary, and tertiary carbon centers were achieved in up to 97% yields. K2S2O8 was the optimum radical initiator in this reaction.
Aluminum-Catalyzed Cross-Coupling of Silylalkynes with Aliphatic C-F Bonds
Jaiswal, Amit K.,Goh, Kelvin K. K.,Sung, Simon,Young, Rowan D.
, p. 1934 - 1937 (2017/04/11)
We report the generation of aliphatic and benzylic acetylenes via reaction of primary, secondary, and tertiary aliphatic fluorides with various trimethylsilyl acetylides. These reactions are catalyzed by Al and B Lewis acids, most effectively by the extre
Decarboxylative Alkynylation and Carbonylative Alkynylation of Carboxylic Acids Enabled by Visible-Light Photoredox Catalysis
Zhou, Quan-Quan,Guo, Wei,Ding, Wei,Wu, Xiong,Chen, Xi,Lu, Liang-Qiu,Xiao, Wen-Jing
supporting information, p. 11196 - 11199 (2016/07/06)
Visible-light-induced photocatalytic decarboxylative alkynylations of carboxylic acids have been developed for the first time. The reaction features extremely mild conditions, broad substrate scope, and avoids additional oxidants. Importantly, a decarboxy
Investigating direct alkynylation at the bridgehead of bicyclic cages using silver(I) acetylides
Pouwer, Rebecca H.,Harper, Jason B.,Vyakaranam, Kamesh,Michl, Josef,Williams, Craig M.,Jessen, Carsten H.,Bernhardt, Paul V.
, p. 241 - 248 (2007/10/03)
Silver(I) acetylides facilitate direct carbon-carbon bond formation at the bridgehead position of adamantane, and in some instances related systems such as carborate anions and bicyclo[2.2.2]octanes. Substrate constraints along with attempts to further un
"One-step" alkynylation of adamantyl iodide with silver(I) acetylides
Pouwer, Rebecca H.,Williams, Craig M.,Raine, Alan L.,Harper, Jason B.
, p. 1323 - 1325 (2007/10/03)
(Chemical Equation Presented) Silver(I) acetylides allow one-step alkynylation of adamantyl iodide in yields ranging from 25 to 68%.
