1286793-24-5Relevant academic research and scientific papers
Regioselective Synthesis of 3-Hydroxy-4,5-alkyl-Substituted Pyridines Using 1,3-Enynes as Alkynes Surrogates
Barday, Manuel,Ho, Kelvin Y. T.,Halsall, Christopher T.,A?ssa, Christophe
, p. 1756 - 1759 (2016)
The poor regioselectivity of the [4 + 2] cycloaddition of 3-azetidinones with internal alkynes bearing two alkyl substituents via nickel-catalyzed carbon-carbon activation is addressed using 1,3-enynes as substrates. The judicious choice of substitution on the enyne enables complementary access to each regioisomer of 3-hydroxy-4,5-alkyl-substituted pyridines, which are important building blocks in medicinal chemistry endeavors.
Coinage metals-catalyzed cascade reactions of aryl alkynylaziridines: Silver(I)-single vs gold(I)-double cyclizations
Kern, Nicolas,Blanc, Aurelien,Miaskiewicz, Solene,Robinette, Michelle,Weibel, Jean-Marc,Pale, Patrick
experimental part, p. 4323 - 4341 (2012/06/18)
Alkynylaziridines carrying an aryl group could be efficiently converted into aminoallenylidene isochromans, isoquinolines, or tetrahydronaphtalenes with silver(I) salts and into 1-azaspiro[4.5]decane derivatives with gold(I) complexes. Mechanistic investi
Copper(i)-catalyzed regioselective monoborylation of 1,3-enynes with an internal triple bond: Selective synthesis of 1,3-dienylboronates and 3-alkynylboronates
Sasaki, Yusuke,Horita, Yuko,Zhong, Chongmin,Sawamura, Masaya,Ito, Hajime
supporting information; experimental part, p. 2778 - 2782 (2011/05/05)
Hooray for hydroboration! The products afforded by the title reaction depend on the substitution pattern on the double bond moiety of 1,3-enyne substrates (see scheme). These types of products, either 1,3-dienylboronates or 3-alkynylboronates, are difficult to obtain by other methods. Interestingly, ligand-controlled borylation was observed with high selectivity in some cases. pin=pinacolato, THF=tetrahydrofuran. Copyright
