294634-72-3Relevant academic research and scientific papers
Visible Light-Catalyzed Decarboxylative Alkynylation of Arenediazonium Salts with Alkynyl Carboxylic Acids: Direct Access to Aryl Alkynes by Organic Photoredox Catalysis
Yang, Liangfeng,Li, Haifeng,Du, Yijun,Cheng, Kai,Qi, Chenze
, p. 5030 - 5041 (2019/11/03)
A convenient method mediated by photoredox catalysis is developed for the direct construction of aryl alkynes. Readily available aromatic diazonium salts have been utilized as the aryl radical source to couple alkynyl carboxylic acids to feature the decarboxylative arylation. A wide range of substrates are amenable to this protocol with broad functional group tolerance, and diversely-functionalized aryl alkynes could be synthesized under mild, neutral and transition metal-free reaction conditions using visible light irradiation. Alongside synthetic sustainability associated with the photocatalytic and transition metal-free operation, another key point of this method is that the organic dye catalyst acts as an excited-state reductant, thus establishing the quenching cycle for radical addition and decarboxylative elimination. (Figure presented.).
Copper(i)-catalysed stereoselective debromoborylation of aliphatic 1,1-dibromo-1-alkenes with bis(pinacolato)diboron
Pang, Yadong,Kojima, Ryoto,Ito, Hajime
supporting information, p. 6187 - 6190 (2018/09/10)
A stereoselective debromoborylation of aliphatic 1,1-dibromo-1-alkenes to prepare (Z)-1-bromo-1-alkenylboronate esters using copper(i) catalysts was developed. The debromoborylation of various aliphatic 1,1-dibromo-1-alkenes in the presence of a copper(i) catalyst and bis(pinacolato)diboron proceeded smoothly to produce (Z)-1-bromo-1-alkenylboronate esters in good yields with only Z geometry.
[Cu]-catalyzed direct coupling of dibromoalkenes: Synthesis of symmetrical 1,3-diynes and triazoles
Mahendar, Lodi,Ramulu, Bokka Venkat,Satyanarayana, Gedu
, p. 1151 - 1158 (2017/06/13)
An efficient [Cu]-catalyzed homocoupling of 1,1-dibromoalk-1-enes is described for the synthesis of symmetrical 1,3-diyines. The method showed good substrate scope and amenable to aryl and heteroaryl systems. Significantly, the strategy was also successfully applied to the sequential one-pot synthesis of triazoles.
A method for the selective hydrogenation of alkenyl halides to alkyl halides
King, Sandra M.,Ma, Xiaoshen,Herzon, Seth B.
supporting information, p. 6884 - 6887 (2014/06/09)
A general method for the selective hydrogenation of alkenyl halides to alkyl halides is described. Fluoro, chloro, bromo, iodo, and gem-dihaloalkenes are viable substrates for the transformation. The selectivity of the hydrogenation is consistent with reduction by a hydrogen atom transfer pathway.
One-pot conversion of activated alcohols into 1,1-dibromoalkenes and terminal alkynes using tandem oxidation processes with manganese dioxide
Quesada, Ernesto,Raw, Steven A.,Reid, Mark,Roman, Estelle,Taylor, Richard J.K.
, p. 6673 - 6680 (2007/10/03)
Approaches to the preparation of C1-homologated dibromoalkenes and terminal alkynes from activated alcohols using one-pot tandem oxidation processes (TOPs) with manganese dioxide are outlined. The conversion of alcohols into dibromoalkenes is described using dibromomethyltriphenylphosphonium bromide and the formation of terminal alkynes was achieved via a sequential one-pot, two-step process utilising the Bestmann-Ohira reagent.
A tandem oxidation procedure for the conversion of alcohols into 1,1-dibromoalkenes
Raw, Steven A.,Reid, Mark,Roman, Estelle,Taylor, Richard J. K.
, p. 819 - 822 (2007/10/03)
A practical and concise route to dibromoalkenes directly from activated alcohols in good to excellent yields using a new Tandem Oxidation Procedure (TOP) is reported. We also describe the use of these dibromoalkenes as intermediates in a one-pot route to 4,5-dihydro-1H-imidazoles and in the synthesis of bromoalkynes through MTBD-induced elimination.
Novel efficient synthesis of dibromoalkenes. A first example of catalytic olefination of aliphatic carbonyl compounds
Korotchenko, Vasily N.,Shastin, Alexey V.,Nenajdenko, Valentine G.,Balenkova, Elizabeth S.
, p. 1906 - 1908 (2007/10/03)
A new simple and efficient one pot transformation of various aliphatic carbonyl compounds to the corresponding dibromoalkenes is described. A wide range of hydrazones of aldehydes and ketones. prepared in situ, were easily converted into dibromoalkenes by treatment with carbon tetrabromide in the presence of CuCl. The reaction proceeds under mild conditions to give the target products in good to high yields.
