175347-87-2Relevant academic research and scientific papers
Highly selective construction of medium-sized lactams by palladium-catalyzed intramolecular hydroaminocarbonylation of aminoalkynes
Hu, Yue,Huang, Hanmin
supporting information, p. 5070 - 5073 (2017/11/07)
A novel palladium-catalyzed intramolecular hydroaminocarbonylation of aminoalkynes has been developed. This direct and operationally simple protocol provides a rapid and reliable approach to a diverse array of valuable seven-and eight-membered lactams with high chemoselectivity and regioselectivity. The high selectivity might be attributed to rational tuning the electronic nature of the amine moiety and the palladium catalyst which enabled this transformation to proceed in the absence of acidic or any other additives under fairly mild reaction conditions. This method paves the way for the synthesis of medium-sized lactams.
Chemoselective amination of propargylic C(sp3)-H bonds by cobalt(II)-based metalloradical catalysis
Lu, Hongjian,Li, Chaoqun,Jiang, Huiling,Lizardi, Christopher L.,Zhang, X. Peter
, p. 7028 - 7032 (2014/07/08)
Highly chemoselective intramolecular amination of propargylic C(sp 3)-H bonds has been demonstrated for N-bishomopropargylic sulfamoyl azides through cobalt(II)-based metalloradical catalysis. Supported by D 2h-symmetric amidoporphyrin ligand 3,5-DitBu-IbuPhyrin, the cobalt(II)-catalyzed C-H amination proceeds effectively under neutral and nonoxidative conditions without the need of any additives, and generates N 2 as the only byproduct. The metalloradical amination is suitable for both secondary and tertiary propargylic C-H substrates with an unusually high degree of functional-group tolerance, thus providing a direct method for high-yielding synthesis of functionalized propargylamine derivatives. Make a ring of it: Highly chemoselective intramolecular amination of propargylic C(sp3)-H bonds has been achieved with a high degree of functional-group tolerance through the title reaction. The [Co(P1)]-catalyzed C-H amination proceeds under neutral and nonoxidative conditions without the need of any additives, thus providing a direct method for efficient synthesis of functionalized propargylamine derivatives with N2 as the only by-product.
