Ligand-Accelerated Gold-Catalyzed Addition of in Situ Generated Hydrazoic Acid to Alkynes under Neat Conditions

• Published in: Organic letters Vol. 19; no. 14; pp. 3687 - 3690
• Main Authors: Li, Xiaoqing, Liao, Shengrong, Wang, Zhixun, Zhang, Liming
• Format: Journal Article
• Language: English
• Published: WASHINGTON American Chemical Society 21.07.2017; Amer Chemical Soc
• Subjects: Alkynes; ambient temperature; Azides - chemical synthesis; Catalysis; catalysts; chemical reactions; chemical structure; Chemistry; Chemistry, Organic; Gold; Ligands; Molecular Structure; Physical Sciences; Science & Technology; solvents; C BOND-CLEAVAGE; NITROGENATION; ORGANIC AZIDES; VINYL AZIDES; HYDROAZIDATION

The direct addition of in situ generated hydrazoic acid to alkynes is realized without solvent by using a gold catalyst derived from a recently designed remotely functionalized biaryl-2-ylphosphine ligand (i.e., WangPhos). With terminal alkynes, the additions are mostly realized with 0.1 mol% cataly...