1357356-72-9Relevant academic research and scientific papers
Regioselective transition-metal-free synthesis of 2-(trimethylsilylmethylene)pyrrol-3-ones by thermal cyclization of acetylenic enamines
Golubev, Pavel R.,Pankova, Alena S.,Kuznetsov, Mikhail A.
, p. 4545 - 4552 (2015)
Acetylenic enamines generated in situ from readily available enynones and primary amines undergo thermal cyclization in diphenyl ether providing easy access to 4-aryl-2-(trimethylsilylmethylene)-1,2-dihydro-3H-pyrrol-3-ones. This reaction is inherently ve
Transition-metal-free approach to 4-ethynylpyrimidines via alkenynones
Golubev, Pavel R.,Pankova, Alena S.,Kuznetsov, Mikhail A.
, p. 3614 - 3621 (2014/06/23)
A practical approach to the synthesis of 4-ethynylpyrimidines by the condensation of arylamidines with 2-aryl-1-ethoxy-5-(trimethylsilyl)pent-1-en-4- yn-3-ones has been developed. As these latter ketones are easily accessible from bis(trimethylsilyl)acetylene and arylacetyl chlorides, the regioselective condensation reported herein provides a facile access to both TMS-protected and unprotected 4-ethynylpyrimidines in yields of up to 85%. Copyright
Synthesis of [2-(Trimethylsilyl)ethynyl]pyrazoles based on bis(trimethylsilyl)acetylene and arylacetyl chlorides
Pankova, Alena S.,Golubev, Pavel R.,Kuznetsov, Mikhail A.,Ananyev, Ivan V.
, p. 5965 - 5971,7 (2020/09/02)
A practical approach to the synthesis of [2-(trimethylsilyl)ethynyl] pyrazoles was developed through condensation of hydrazines with enynones that are easily accessible frombis(trimethylsilyl)acetylene and arylacetyl chlorides. Optimized conditions for reactions with monoarylhydrazines permit the chemoselective formation of 5-alkynylpyrazoles in high yields (48-94 %). When monoalkylhydrazines or the parent hydrazine is used, mixtures of 3- and 5-alkynylpyrazoles are formed in 73-79 % yields. The method uses inexpensive starting materials and can be applied to a variety of substrates, which makes it convenient for the synthesis of alkynylpyrazoles. A three-step method for the synthesis of 5-alkynylpyrazoles through a transformation of bis(trimethylsilyl) acetylene to enynones followed by their condensation with hydrazines is described. The chemoselectivity of the last stage is discussed.
Synthesis of α,β-diketotriazoles by aerobic copper-catalyzed oxygenation with triazole as an intramolecular assisting group
Menendez, Christophe,Gau, Sylvain,Ladeira, Sonia,Lherbet, Christian,Baltas, Michel
scheme or table, p. 409 - 416 (2012/02/04)
The catalytic oxidation of α-ketotriazoles to α,β- diketotriazoles was performed with CuCl2 or CuI/2,9-dimethyl-1,10- phenanthroline in air at 80 °C in good yields. Studies showed that the triazole group participates in complexation to the copper and favors oxidation. Copyright
