940853-03-2Relevant academic research and scientific papers
Directing Group Participated Benzylic C(sp3)-H/C(sp2)-H Cross-Dehydrogenative Coupling (CDC): Synthesis of Azapolycycles
Jiang, Yaojia,Deng, Gongtao,Zhang, Shuaishuai,Loh, Teck-Peng
, p. 652 - 655 (2018/02/09)
An efficient method to construct azapolycycles via directing group participated benzylic C(sp3)-H/C(sp2)-H cross-dehydrogenative coupling reactions is described. The reaction proceeded through a palladium catalyzed C(sp3)-H activation followed by coupling with a C(sp2)-H bond of quinoline to afford the azapolycyclic compounds. The reaction works with a broad substrate scope affording the products in moderate to good yields with excellent diastereoselectivities. Control experiments further supported the proposed mechanism.
Palladium-catalyzed direct intermolecular silylation of remote unactivated C(sp3)-H bonds
Pan, Jin-Long,Li, Quan-Zhe,Zhang, Ting-Yu,Hou, Si-Hua,Kang, Jun-Cheng,Zhang, Shu-Yu
supporting information, p. 13151 - 13154 (2016/11/09)
An efficient and convenient method has been developed to achieve direct silylation of unactivated remote primary or secondary C(sp3)-H bonds to form C-Si bonds with hexamethyldisilane (HMDS). This method highlights the emerging strategy to transform unactivated methyl or methylene into versatile functional groups in organic synthesis and provides a new method to construct functionalized C-Si bonds for synthetic chemistry.
Synthesis of Alkyl-Substituted Pyridines by Directed Pd(II)-Catalyzed C-H Activation of Alkanoic Amides
Hu, Peng,Bach, Thorsten
supporting information, p. 2853 - 2857 (2015/12/18)
A general alkylation protocol for substituted iodopyridines was developed (32 examples, 44-97% yield). The reaction is based on the Pd(II)-catalyzed C-H activation of 8-aminoquinoline-derived alkanoic amides and it employs a catalyst cocktail of Pd(OAc)2 (10 mol%), NaI (30 mol%), and (BuO)2POOH (20 mol%), with Ag2CO3 as base.
An efficient palladium-catalyzed C-H alkoxylation of unactivated methylene and methyl groups with cyclic hypervalent iodine (I3+) oxidants
Shan, Gang,Yang, Xinglin,Zong, Yu,Rao, Yu
supporting information, p. 13606 - 13610 (2014/01/06)
All the hype: The title reaction has been developed for the facile synthesis of a variety of complex alkyl ethers. Cyclic hypervalent iodine (I3+) reagents serve as oxidants for this unique C-H alkoxylation reaction. The reaction demonstrates excellent reactivity, good functional-group tolerance, and high yields. Q=8-aminoquinoline-derived auxiliary. Copyright
