89844-81-5Relevant academic research and scientific papers
Another Example of Organo-Click Reactions: TEMPO-Promoted Oxidative Azide–Olefin Cycloaddition for the Synthesis of 1,2,3-Triazoles in Water
Gangaprasad, Dasari,Paul Raj, John,Kiranmye, Tayyala,Karthikeyan, Kesavan,Elangovan, Jebamalai
supporting information, p. 5642 - 5646 (2016/12/14)
The water-mediated, metal-free, 2,2,6,6-tetramethylpiperidine-1-oxyl (TEMPO) promoted oxidative [3+2] cycloaddition of organic azides with electron-deficient terminal and internal olefins was explored. A library of 1,4-disubstituted and 1,4,5-trisubstitut
Copper-catalyzed carbon-carbon bond cleavage of primary propargyl alcohols: β-carbon elimination of hemiaminal intermediates
Kang, Ye-Won,Cho, Yu Jin,Ko, Kwang-Youn,Jang, Hye-Young
, p. 3931 - 3934 (2015/08/03)
The copper-catalyzed cleavage of carbon-carbon bonds in primary propargyl alcohols under oxygen was investigated. This process involves the formation and fragmentation of hemiaminals from aldehydes (oxidized alcohols) and amines. This reaction mechanism was supported by the formation of N-formyl amines and GC experimental results.
REACTIONS OF 1-AZA-1,3-ENYNES WITH ALIPHATIC AZIDES
Khramchikhin, A. V.,Stadnichuk, M. D.
, p. 1864 - 1869 (2007/10/02)
Benzyl and ethoxycarbonylmethyl azides have been shown to add chemospecifically and regioselectively to the triple bond in 1-aza-1,3-alkenynes R1CCCH=NR2 to give aldimines of the corresponding triazolecarbaldehydes.The selectivity
REACTION OF ACETYLENE NITRILES WITH AZIDES
Vereshchagin, L. I.,Filippova, T. M.,Bol'shedovorskaya, R. L.,Gavrilov, L. D.,Pavlova, G. A.
, p. 128 - 132 (2007/10/02)
The addition of organic and inorganic azides to 3-phenylpropynenitrile and 4-phenyl-2-hydroxy-3-butynenitrile was investigated.It was shown that organic azides add to 3-phenylpropynenitrile exclusively at the triple bond.The reaction with aluminum azide takes place with the participation of the acetylene bond and the nitrile group.The reaction of 4-phenyl-2-hydroxy-3-butynenitrile with azides is accompanied by decomposition to phenylpropargylaldehyde with the subsequent formation of 4-formyl-1,2,3-triazole.The oxidation of 4-phenyl-2-hydroxy-3-butynenitrile withactive manganese dioxide with the simultaneous addition of the azides leads to the formation of 4-carboxy-5-phenyl-1,2,3-triazole.
