Details

Autor(en) / Beteiligte

• Chi, Tzu-Ching
• Yang, Po-Chun
• Hung, Shao-Kung
• Wu, Hui-Wen
• Wang, Hong-Chi
• Liu, Hsin-Kuan
• Liu, Li-Wen
• Chou, Ho-Hsuan

Titel

Synthesis of Multisubstituted 1,2,3-Triazoles: Regioselective Formation and Reaction Mechanism

Ist Teil von

• Journal of organic chemistry, 2024-04, Vol.89 (8), p.5401-5408

Ort / Verlag

United States: American Chemical Society

Erscheinungsjahr

2024

Quelle

Alma/SFX Local Collection

Beschreibungen/Notizen

• A synthetically useful approach to functionalized triazoles is described via the reaction of β-carbonyl phosphonates and azides. 1,4- and 1,5-disubstituted and 1,4,5-trisubstituted triazoles can be regio- and chemoselectively accessed under mild conditions in good to excellent yields (31 examples, up to 99%). A mechanism is proposed that rationalizes the avoidance of the 4-phosphonate byproducts, which is aligned with crystallographic and experimental evidence.