1620229-96-0Relevant articles and documents
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.