177750-16-2Relevant academic research and scientific papers
Direct Enamido C(sp2)?H Diphosphorylation Enabled by a PCET-Triggered Double Radical Relay: Access to gem-Bisphosphonates
Cao, Hao-Qiang,Liu, Hao-Nan,Liu, Zhe-Yuan,Ma, Jun-An,Qiao, Bao-Kun,Zhang, Fa-Guang
, p. 5515 - 5521 (2020/04/27)
Herein we report a novel and straightforward protocol for the construction of valuable gem-BPs by means of proton-coupled electron-transfer (PCET)-triggered enamido C(sp2)?H diphosphorylation. This reaction represents a rare example of realizing the challenging double C?P bond formation at a single carbon atom, thus providing facile access to a broad variety of structurally diverse bisphosphonates from simple enamides under silver-mediated conditions. Initial mechanistic studies demonstrated that the diphosphorylation involves two rounds of PCET-initiated radical relay process.
Electrochemical oxidative [4 + 2] annulation of tertiary anilines and alkenes for the synthesis of tetrahydroquinolines
Huang, Pengfei,Wang, Pan,Wang, Shengchun,Tang, Shan,Lei, Aiwen
supporting information, p. 4870 - 4874 (2018/11/21)
Heterocyclic compounds, especially nitrogen heterocycles, are one of the most important classes of compounds in the pharmaceutical and agrochemical industries. The oxidative [4 + 2] annulation reaction provides a powerful tool for the rapid construction of six-membered heterocycles. Herein, we report a metal- and external oxidant-free method for the uniform synthesis of tetrahydroquinolines through the electrochemical oxidative [4 + 2] annulation of tertiary anilines and alkenes. In this strategy, one partner loses only two hydrogen atoms while another partner reduces one degree of unsaturation, accompanied by the generation of hydrogen. Under the conditions of an undivided cell and room temperature, a series of tetrahydroquinoline derivatives were prepared with good yields.
METHOD FOR PREPARING ENAMIDE COMPOUND AND RUTHENIUM COMPLEX CATALYST USED THEREIN
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Paragraph 0121, (2017/10/27)
Provided is a method for preparing an enamide compound, which includes reacting an organic azide compound having α-hydrogen and an anhydride by addition of a ruthenium complex catalyst in the presence of an ionic liquid, and a ruthenium complex catalyst u
CATALYTIC PREPARATION OF ENAMIDES FROM ALKYL AZIDES AND ACYL DONORS
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, (2016/10/10)
The present invention relates to a method to synthesize an enamide compound by generating imine which does not have a substituent group bonded to the nitrogen from an organic azide compound and conducting a reaction of the same with acyl doner. By using t
Synthesis of Enamides by Ruthenium-Catalyzed Reaction of Alkyl Azides with Acid Anhydrides in Ionic Liquid
Pak, Han Kyu,Han, Junghoon,Jeon, Mina,Kim, Yongjin,Kwon, Yearang,Park, Jin Yong,Rhee, Young Ho,Park, Jaiwook
, p. 4030 - 4034 (2015/12/26)
Enamides were synthesized by a ruthenium-catalyzed one-pot, one-step procedure from alkyl azides and acid anhydrides. The substrate scope includes not only secondary azides, but also primary aliphatic ones to give a wide range of enamides containing vario
Exploiting the Nucleophilicity of N-H Imines: Synthesis of Enamides from Alkyl Azides and Acid Anhydrides
Han, Junghoon,Jeon, Mina,Pak, Han Kyu,Rhee, Young Ho,Park, Jaiwook
, p. 2769 - 2774 (2016/02/18)
The nucleophilicity of N-unsubstituted imines, which were generated from alkyl azides by a ruthenium-catalyzed reaction, was investigated in the reaction with acid anhydrides. The initial products were N-acylimines, which isomerized to the corresponding e
Rhodium(iii)-catalyzed olefinic C-H alkynylation of enamides at room temperature
Feng, Chao,Feng, Daming,Loh, Teck-Peng
, p. 9865 - 9868 (2014/08/18)
Rh(iii)-catalyzed C-H olefinic alkynylation of enamides for the stereospecific construction of synthetically useful Z-type enynamides is reported. This protocol displays good functionality tolerance and operational simplicity thus providing an alternative synthetic opportunity for the ease of access to specific 1,3-enyne derivatives.
Ruthenium-catalyzed hydrovinylation of N-acetylenamines leading to amines with a quaternary carbon center
Wang, Qiu-Shi,Xie, Jian-Hua,Li, Wei,Zhu, Shou-Fei,Wang, Li-Xin,Zhou, Qi-Lin
, p. 3388 - 3391 (2011/08/21)
A catalytic hydrovinylation of N-acetylenamines with ethylene is reported. This new hydrovinylation reaction is catalyzed by a ruthenium hydride complex, RuHCl(CO)(PCy3)2, providing a series of N-acetylamines with a quaternary carbon center with up to 99% yield.
Direct N-acetyl enamine formation: Lithium bromide mediated addition of methyllithium to nitriles
Savarin, Cecile G.,Boice, Genevieve N.,Murry, Jerry A.,Corley, Edward,DiMichele, Lisa,Hughes, Dave
, p. 3903 - 3906 (2007/10/03)
An improved protocol for N-acetyl enamine formation is disclosed which involves LiBr-mediated addition of MeLi to substituted nitriles. The resulting enamides are isolated in high yields and excellent purity which permits subsequent hydrogenation at very
