136954-19-3Relevant academic research and scientific papers
Alkynylation of Tertiary Cycloalkanols via Radical C-C Bond Cleavage: A Route to Distal Alkynylated Ketones
Wang, Shun,Guo, Li-Na,Wang, Hua,Duan, Xin-Hua
, p. 4798 - 4801 (2015)
An efficient Na2S2O8-promoted radical coupling of tertiary cycloalkanols with alkynyl hypervalent iodide reagents via C-C bond cleavage was developed. This tandem ring-opening/alkynylation procedure showed some advantages,
Enantioselective Conia-Ene-Type Cyclizations of Alkynyl Ketones through Cooperative Action of B(C6F5)3, N-Alkylamine and a Zn-Based Catalyst
Cao, Min,Yesilcimen, Ahmet,Wasa, Masayuki
supporting information, p. 4199 - 4203 (2019/04/13)
An efficient and highly enantioselective Conia-ene-type process has been developed. Reactions are catalyzed by a combination of B(C6F5)3, an N-alkylamine and a BOX-ZnI2 complex. Specifically, through cooperative
Domino N2-Extrusion-Cyclization of Alkynylarylketone Derivatives for the Synthesis of Indoloquinolines and Carbocycle-Fused Quinolines
Akkachairin, Bhornrawin,Tummatorn, Jumreang,Khamsuwan, Narumol,Thongsornkleeb, Charnsak,Ruchirawat, Somsak
, p. 11254 - 11268 (2018/09/06)
New synthetic approaches for the synthesis of indoloquinolines and carbocycle-fused quinolines have been developed employing alkynylketone substrates. These synthetic transformations involved the application of N2-extrusion of azido complexes as a key step to generate carbodiimidium ion and nitrilium ion in situ, which further cyclized intramolecularly with alkyne via a domino process to provide indoloquinolines and carbocycle-fused quinolines, respectively, in moderate to good yields.
C-C Bond-Forming Strategy by Manganese-Catalyzed Oxidative Ring-Opening Cyanation and Ethynylation of Cyclobutanol Derivatives
Ren, Rongguo,Wu, Zhen,Xu, Yan,Zhu, Chen
supporting information, p. 2866 - 2869 (2016/02/27)
A novel C-C bond-forming strategy employing manganese-catalyzed ring-opening of cyclobutanol substrates, followed by cyanation or ethynylation, is described. A cyano C1 unit and ethynyl C2 unit are regiospecifically introduced to the γ-position of ketones at room temperature, providing a mild yet powerful method for production of elusive aliphatic nitriles and alkynes. All transformations described are based on a common sequence: 1) oxidative ring-opening of cyclobutanol substrates by C-C bond cleavage; 2) radical addition to triple bonds bearing an arylsulfonyl group; and 3) radical-mediated C-S bond cleavage.
Formal γ-alkynylation of ketones via Pd-catalyzed C-C cleavage
Ziadi, Asraa,Correa, Arkaitz,Martin, Ruben
supporting information, p. 4286 - 4288 (2013/05/23)
A formal γ-alkynylation of ketones via Pd-catalyzed C-C bond-cleavage is presented. The method allows for the coupling of tert-cyclobutanols and bromoacetylenes, giving access to versatile alkynes that are beyond reach otherwise.
New anionic cyclization of 4- and 5-alkynylamines: Synthesis of 2-Benzylidene pyrrolidines and piperidines
Tokuda, Masao,Fujita, Hirotake,Nitta, Makoto,Suginome, Hiroshi
, p. 385 - 395 (2007/10/02)
Treatment of 4- and 5-alkynylamines with 0.5-1.2 equiv. of butyllithium brought about a facile anionic cyclization, giving the corresponding enamine pyrrolidines and piperidines having an exo double bond in high yields. Treatment of 4-alkynamides with lit
