7370-19-6Relevant academic research and scientific papers
Preparation of Vinyl Arenes by Nickel-Catalyzed Reductive Coupling of Aryl Halides with Vinyl Bromides
Liu, Jiandong,Ren, Qinghua,Zhang, Xinghua,Gong, Hegui
supporting information, p. 15544 - 15548 (2016/12/09)
This work emphasizes the synthesis of substituted vinyl arenes by reductive coupling of aryl halides with vinyl bromides under mild and easy-to-operate nickel-catalyzed reaction conditions. A broad range of aryl halides, including heteroaromatics, and vinyl bromides were employed to yielding products in moderate to excellent yields with high functional-group tolerance. The nickel-catalytic system displays good chemoselectivity between the two C(sp2)-halide coupling partners, thus demonstrating a mechanistic pathway distinct from other stepwise protocols.
Iron-catalyzed direct alkenylation of 2-substituted azaarenes with N -sulfonyl aldimines via C-H bond activation
Qian, Bo,Xie, Pan,Xie, Yinjun,Huang, Hanmin
supporting information; experimental part, p. 2580 - 2583 (2011/06/25)
A novel iron-catalyzed alkenylation of 2-substituted azaarenes through sp3 C-H bond activation has been developed. A favorable E2-elimination is proposed as a key step to cleavage of C-H and C-N bonds for the construction of a C=C bond in high stereoselectivity. This transformation represents an efficient way to synthesize 2-alkenylated azaarenes from simple starting materials.
Solid Phase Synthesis of 1,2-Disubstituted Alkenes: A Novel Alkynyldihydropyridine to Alkenylpyridine Isomerization
Chen, Chixu,Wang, Bowei,Munoz, Benito
, p. 2404 - 2406 (2007/10/03)
A series of 1,2-disubstituted pyridylalkenes have been prepared using a solid-phase resin approach. This approach takes advantage of a novel alkynyldihydropyridine to alkenylpyridine isomerization.
Ruthenium-mediated regio- and stereoselective alkenylation of pyridine
Murakami, Masahiro,Hori, Seiji
, p. 4720 - 4721 (2007/10/03)
A novel alkenylation reaction of pyridine is developed. Heating a cationic ruthenium vinylidene complex [CpRu(C=C=HR)(PPh3)2]PF6 in pyridine at 100-125 °C for 24 h affords (E)-2-alkenylpyridine. Initially, pyridine coordinates to ruthenium by displacement of one of the phosphine ligands. Then, [2 + 2] heterocycloaddition occurs to form a four-membered ruthenacyclic complex. Deprotonation of the β-hydrogen affords a neutral π-azaallyl complex. Protonolysis furnishes the product. As a result, a vinylidene group is inserted into the α C-H bond of pyridine. The alkenylation reaction is made catalytic in ruthenium by the use of (alkyn-1-yl)silane as the vinylidene source. Treatment of (alkyn-1-yl)trimethylsilane with pyridine in the presence of a cationic ruthenium complex [CpRu(PPh3)2]PF6 affords the corresponding (E)-2-alkenylpyridine in good yield in a regio- and stereoselective manner. Copyright
