105337-67-5Relevant articles and documents
Dimethylzinc-Initiated Radical Coupling of β-Bromostyrenes with Ethers and Amines
Solvhoj, Amanda,Ahlburg, Andreas,Madsen, Robert
, p. 16272 - 16279 (2015)
A new coupling reaction has been developed in which β-bromostyrenes react with ethers and tertiary amines to introduce the styryl group in the α-position. The transformation is mediated by Me2Zn/O2 with 10 % MnCl2 and is believed to proceed by a radical addition-elimination mechanism. The ether and the amine are employed as solvent and the coupling takes place through the most stable α radical for unsymmetrical substrates. The products are obtained in moderate to good yields as the pure E isomers. The coupling can be achieved with a range of smaller cyclic and acyclic ethers/amines as well as various substituted β-bromostyrenes.
Nickel-catalyzed allyl-allyl coupling reactions between 1,3-dienes and allylboronates
Ji, Ding-Wei,He, Gu-Cheng,Zhang, Wei-Song,Zhao, Chao-Yang,Hu, Yan-Cheng,Chen, Qing-An
supporting information, p. 7431 - 7434 (2020/07/15)
A regiospecific allyl-allyl coupling reaction between 1,3-dienes and allylboronates has been demonstrated under nickel catalysis. Salient features of this method include the earth-abundant metal catalyst, excellent regioselectivity and good functional group tolerance. Notably, even congested allyl substrates can also be applied to this protocol, thus allowing for the rapid preparation of a series of valuable 1,5-dienes. This journal is
C(sp3)–H bond functionalization of non-cyclic ethers by decarboxylative oxidative coupling with α,β-unsaturated carboxylic acids
Zhang, Tong,Lan, Xing-Wang,Zhou, Yu-Qiang,Wang, Nai-Xing,Wu, Yue-Hua,Xing, Yalan,Wen, Jia-Long
, p. 180 - 183 (2017/11/27)
A copper-catalyzed decarboxylative oxidative coupling of α,β-unsaturated carboxylic acids with non-cyclic ethers is developed. This method provides a new approach for C(sp3)–H bond functionalization of non-cyclic ethers. Mechanism study shows the reaction involves a radical process.
Visible-Light-Mediated Oxidative Decarboxylative Coupling of Cinnamic Acid Derivatives with Tetrahydrofuran
Liu, Zheng,Wang, Leifeng,Liu, Dong,Wang, Zhigang
supporting information, p. 2849 - 2852 (2015/12/18)
A visible-light-mediated protocol for direct oxidative decarboxylative coupling of various cinnamic acid derivatives with tetrahydrofuran was developed, leading to simple preparations of a range of vinyltetrahydrofurans under operationally mild and conven
Hydrogen-bond-activated palladium-catalyzed allylic alkylation via allylic alkyl ethers: Challenging leaving groups
Huo, Xiaohong,Quan, Mao,Yang, Guoqiang,Zhao, Xiaohu,Liu, Delong,Liu, Yangang,Zhang, Wanbin
supporting information, p. 1570 - 1573 (2014/04/17)
C-O bond cleavage of allylic alkyl ether was realized in a Pd-catalyzed hydrogen-bond-activated allylic alkylation using only alcohol solvents. This procedure does not require any additives and proceeds with high regioselectivity. The applicability of this transformation to a variety of functionalized allylic ether substrates was also investigated. Furthermore, this methodology can be easily extended to the asymmetric synthesis of enantiopure products (99% ee).
Dirhodium caprolactamate catalyzed alkoxyalkylation of terminal alkynes
Tusun, Xiarepati,Lu, Chong-Dao
supporting information, p. 1693 - 1696 (2013/09/02)
Dirhodium caprolactamate [Rh2(cap)4] effectively catalyzes alkoxyalkylation of terminal alkynes in the presence of tert-butyl hydroperoxide (TBHP) under mild conditions. Georg Thieme Verlag Stuttgart New York.
A novel palladium-catalyzed hydroalkoxylation of alkenes with a migration of double bond
Tan, Jiajing,Zhang, Zuhui,Wang, Zhiyong
experimental part, p. 1344 - 1348 (2008/10/09)
A novel palladium-catalyzed addition of alcohols to olefins was developed, in which a migration of double bond was involved. By this new method, a variety of allylic ethers were prepared with moderate to high yields under mild conditions. The Royal Society of Chemistry.