570431-68-4Relevant academic research and scientific papers
Azide Radical Initiated Ring Opening of Cyclopropenes Leading to Alkenyl Nitriles and Polycyclic Aromatic Compounds
Muriel, Bastian,Waser, Jerome
supporting information, p. 4075 - 4079 (2021/01/18)
We report herein a radical-mediated amination of cyclopropenes. The transformation proceeds through a cleavage of the three-membered ring after the addition of an azide radical on the strained double bond and leads to tetrasubstituted alkenyl nitrile derivatives upon loss of N2. With 1,2-diaryl substituted cyclopropenes, this methodology could be extended to a one-pot synthesis of highly functionalized polycyclic aromatic compounds (PACs). This transformation allows the synthesis of nitrile-substituted alkenes and aromatic compounds from rapidly accessed cyclopropenes using only commercially available reagents.
ORGANOCATALYTIC CARBONYL-OLEFIN AND OLEFIN-OLEFIN METATHESIS
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Paragraph 0153, (2014/02/16)
The present invention provides, inter alia, organocatalytic carbonyl-olefin metathesis process. This process involves contacting a carbonyl-containing moiety with an olefin-containing moiety in the presence of a catalyst and under conditions sufficient to form a metathesis product with the proviso that the process takes place in the absence of photochemical promotion, stoichiometric amounts of transition metals, and Brnsted and Lewis acid catalysts. The present invention also provides an organocatalytic olefin-olefin metathesis process. This process involves contacting a first olefin-containing moiety with a second olefin-containing moiety in the presence of a catalyst and under conditions sufficient to form a metathesis product with the proviso that the process takes place in the absence of stoichiometric amounts of transition metals. Products made by the processes disclosed herein are also provided.
From cyclopropenes to tetrasubstituted furans: Tandem isomerization/ alkenylation sequence with Cu/Pd relay catalysis
Song, Chuanling,Ju, Lin,Wang, Mingchao,Liu, Pengcheng,Zhang, Yuanzhe,Wang, Jianwu,Xu, Zhenghu
supporting information, p. 3584 - 3589 (2013/04/10)
Pon de relay: A convenient and efficient synthesis of alkene-functionalized furans from cyclopropenes, which proceeds through an isomerization/olefination cascade sequence under copper-palladium relay catalysis, has been developed (see scheme). Copyright
Organocatalytic carbonyl-olefin metathesis
Griffith, Allison K.,Vanos, Christine M.,Lambert, Tristan H.
supporting information, p. 18581 - 18584 (2013/01/15)
The development of a catalytic carbonyl-olefin metathesis strategy is reported, in the context of the ring-opening metathesis of cyclopropenes with aldehydes using a simple hydrazine catalyst. The key to this reaction is a conceptual blueprint for metathesis chemistry that forgoes the traditional reliance on [2 + 2] cycloaddition modes in favor of a [3 + 2] paradigm.
Enantioselective palladium-catalyzed carbozincation of cyclopropenes
Kraemer, Katja,Leong, Paul,Lautens, Mark
supporting information; experimental part, p. 819 - 821 (2011/04/24)
A highly enantioselective palladium-catalyzed carbozincation of cyclopropenes has been developed. The intermediate cyclopropylzinc species, after transmetalation with copper, were trapped with various electrophiles. This one-pot procedure furnished functionalizied cyclopropenes with excellent diastereo-and enantioselectivity.
