256439-90-4Relevant academic research and scientific papers
DBU-Mediated Synthesis of Aryl Acetylenes or 1-Bromoethynylarenes from Aldehydes
Thummala, Yadagiri,Karunakar, Galla V.,Doddi, Venkata Ramana
supporting information, p. 611 - 616 (2019/01/04)
Two well known synthetic organic reactions Ramirez olefination and Corey-fuchs reactions are integrated in one-pot sequential manner for the synthesis of arylacetylenes and 1,3-enynes starting directly from commercially available aldehydes. The bicyclic amidine 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) along with additive NaOH not only exclusively afforded the terminal alkynes directly from the aldehydes, but also enhanced the reaction rate. The dynamic nature of DBU also facilitated the isolation of 1-bromoalkynes intermediate products. Selection of additive from NaOH and H2O served as a switch for the synthesis of terminal alkyne and 1-bromoalkynes, respectively. (Figure presented.).
Fusing triazoles: Toward extending aromaticity
Juricek, Michal,Stout, Kathleen,Kouwer, Paul H. J.,Rowan, Alan E.
supporting information; experimental part, p. 3494 - 3497 (2011/09/14)
A novel method to extend aromaticity by one benzene and two triazole rings was developed and optimized. This two-step route employs the copper-catalyzed azide-haloalkyne cycloaddition reaction of an ortho-bis(iodoacetylene) system and the subsequent intra
3H-benzophosphepine complexes: Versatile phosphinidene precursors
Borst, Mark L. G.,Bulo, Rosa E.,Gibney, Daniele J.,Alem, Yonathan,De Kanter, Frans J. J.,Ehlers, Andreas W.,Schakel, Marius,Lutz, Martin,Spek, Anthony L.,Lammertsma, Koop
, p. 16985 - 16999 (2007/10/03)
The synthesis of a variety of benzophosphepine complexes [R = Ph, t-Bu, Me; MLn = W(CO)5, Mo(CO)5, Cr(CO)5, Mn(CO)2Cp] by two successive hydrophosphinations of 1,2-diethynylbenzene is discussed in det
A reiterative approach to 2,3-disubstituted naphthalenes and anthracenes
Bowles, Daniel M.,Anthony, John E.
, p. 85 - 87 (2007/10/03)
(formula presented) Simple bis(bromoethynyl)arenediynes are easily prepared by the desilylative halogenation of the corresponding trimethylsilyl derivatives. Cycloaromatization of these halogenated enediynes leads to the otherwise difficult to prepare 2,3-dibromoarenes in good yield. Alkynylation of the resulting haloaromatic compound regenerates the soluble enediyne system, homologated by one aromatic ring. This iterative methodology can be terminated by the cycloaromatization of the unsubstituted enediyne, providing the simple acene hydrocarbon.
