35281-66-4Relevant academic research and scientific papers
Ruthenium Hydride Catalyzed Silylvinylation of Internal Alkynes Using Ethylene as an Additive
Wilson, Robert J.,Kaminsky, Lauren,Ahmed, Ijaz,Clark, Daniel A.
, p. 8290 - 8299 (2015)
An efficient synthetic strategy for the regiospecific silylvinylation of internal alkynes is described. This transformation is catalyzed by RuHCl(CO)(SIMes)PPh3 and provides a net 5-exo-dig trans-silylvinylation of internal alkynes. Ethylene wa
Formal metal-free γ-arylation of 1,3-dicarbonyl compounds: Via an isomerisation/1,4-addition/[3,3]-sigmatropic rearrangement sequence
Guan, Xi-Dong,Lu, Shi-Chao,Wen, Fu-Qiang
supporting information, p. 8964 - 8968 (2021/11/27)
A metal-free redox arylation of alkynes with sulfoxides has been developed to provide unconventional access to diverse γ-arylated 1,3-dicarbonyl compounds in an atom-economical manner. Mechanistic studies suggest that a conjugated allenone intermediate was generated in situ, which solves the problem of reactivity and regioselectivity of unsymmetrical dialkyl-substituted internal alkynes and enables the functionalisation of a broad range of substrates bearing electron-withdrawing functional groups. The resulting arylated 1,3-dicarbonyl compounds are versatile and useful building blocks for further functionalisation. This journal is
Electrochemically Enabled Carbohydroxylation of Alkenes with H2O and Organotrifluoroborates
Xiong, Peng,Long, Hao,Song, Jinshuai,Wang, Yaohui,Li, Jian-Feng,Xu, Hai-Chao
, p. 16387 - 16391 (2018/11/23)
Unprecedented hydroxy-alkynylation and -alkenylation reactions of arylalkenes have been developed through electrochemically enabled addition of an organotrifluoroborate reagent and H2O across the double bond of the alkene. The use of electrochemistry to promote these oxidative alkene 1,2-difunctionalization reactions not only obviates the need for transition-metal catalysts and oxidizing reagents but also ensures high regio- and chemoselectivity to afford homopropargylic or homoallylic alcohols. The possibility of extending the electrochemical alkene difunctionalization strategy to other alkene carbo-heterofunctionalization reactions has been demonstrated.
Three-carbon homologation of diorganozincs with lithiated acetylenic epoxides
Denichoux, Aurélien,Debien, Laurent,Cyklinsky, Mathieu,Kaci, Malika,Chemla, Fabrice,Ferreira, Franck,Pérez-Luna, Alejandro
, p. 134 - 145 (2013/03/29)
Reaction of dialkylzincs with lithiated acetylenic epoxides is described to give zincates that undergo a 1,2- metallate rearrangement by an anti-SN2 pathway. This rearrangement occurs with the transfer of an alkyl or a silyl group affording allenylzinc in
General method for preparation of allenic zinc reagents by three-carbon homologation of triorganozincates: Convergent three-component coupling of propargylic substrates, triorganozincates, and electrophilic reagents
Harada, Toshiro,Katsuhira, Takeshi,Osada, Atsushi,Iwazaki, Katsuhiro,Maejima, Keiji,Oku, Akira
, p. 11377 - 11390 (2007/10/03)
Allenic zinc reagents (R1R2C=C=C(R3)ZnL) are efficiently prepared by the reaction of propargylic substrates (R1R2C(X)C≡CH, X = MeSO2O,Cl, R2NCO2) with a variety of tri
