126761-10-2Relevant academic research and scientific papers
Oxidative cross-coupling through double transmetallation: Surprisingly high selectivity for palladium-catalyzed cross-coupling of alkylzinc and alkynylstannanes
Zhao, Yingsheng,Wang, Haibo,Hou, Xiaohui,Hu, Yanhe,Lei, Aiwen,Zhang, Heng,Zhu, Lizheng
, p. 15048 - 15049 (2006)
Two different organometallic reagents now can cross-couple together with the oxidative cross-coupling strategy. Palladium catalyzed oxidative cross-couplings of alkylzinc and alkynylstannane reagents using desyl chloride as the oxidant have been explored, which produce the desired Csp-Csp3 cross-coupling product in surprisingly high selectivity and yields. The current catalytic system tolerates the presence of β-H, and the reactions using long chain alkyl zinc reagents gave the cross-coupling product in excellent yields and selectivities. Copyright
Palladium-catalyzed aerobic oxidative cross-coupling reactions of terminal alkynes with alkylzinc reagents
Chen, Mao,Zheng, Xiaolong,Li, Wenqing,He, Jun,Lei, Aiwen
supporting information; experimental part, p. 4101 - 4103 (2010/05/14)
Chemical Equation Represented With air as the oxidant, terminal alkynes can be directly cross-coupled with alkylzinc reagents in the presence of a Pd catalyst at room temperature. CO was found to be critical in gaining high chemical yields and selectivities. A wide range of alkynes and alkylzinc reagents were tested, and good to excellent yields were obtained. Copyright
Palladium-catalyzed R(sp3)-Zn/R(sp)-SnBu3 oxidative cross-coupling
Jin, Liqun,Zhao, Yingsheng,Wang, Haibo,Lei, Aiwen
, p. 649 - 654 (2008/12/21)
A novel bond formation through oxidative cross-coupling with desyl chloride as the oxidant has been investigated. The coupling can be carried out under mild conditions. The Csp3-center carbon was involved even in the presence of a β-H, and up to 90% of the desired cross-coupling product was obtained with the secondary Csp3-center substrate. Georg Thieme Verlag Stuttgart.
The Reactivity of the Highly Functionalized Copper, Zinc Reagents RCu(CN)ZnI Toward 1-Haloalkynes and Acetylenic Esters
Yeh, Ming Chang P.,Knochel, Paul
, p. 4799 - 4802 (2007/10/02)
The highly functionalized organometallics RCu(CN)ZnI 1 react efficiently with 1-haloalkynes providing polyfunctionalized alkynes in high yields.This method has been used to prepare a pheromone of the Amathes c-nigrum in 3 steps and 64percent overall yield.The reagents 1 also add in the presence of an excess of Me3SiCl to acetylenic esters to afford polyfunctionalized C-silylated ethylenic esters.In the case of ethyl propiolate, the reaction is highly stereoselective and affords 97percent pure (E)-2-trimethylsilyl ethylenic esters.
