Uses
1-Phenyl-1H-benzo[d][1,2,3]triazole is a reagent used in the prepartion of possible surrogates for kobayashi’s aryne precursors.
Synthesis
GENERAL METHODS: Cu(OAc)2-H2O (0.01 mmol) was dissolved in DMF (2 mL) under nitrogen protection, and iodobenzene (1.2 mmol), benzotriazole (1.0 mmol), and Cs2CO3 (2 mmol) were added sequentially. The reaction system was stirred at 110 °C for 24 hours. After completion of the reaction, it was cooled to room temperature and the reaction mixture was partitioned between water and ethyl acetate. The organic phase was separated and the aqueous phase was extracted with ethyl acetate. The organic phases were combined, washed with saturated brine, dried over anhydrous Na2SO4 and concentrated under reduced pressure. The residue was purified by silica gel column chromatography to afford the target product 1-phenyl-1H-benzo[d][1,2,3]triazole.
References
[1] Tetrahedron Letters, 1998, vol. 39, # 31, p. 5617 - 5620
[2] RSC Advances, 2015, vol. 5, # 51, p. 40628 - 40635
[3] Synthetic Communications, 2012, vol. 42, # 15, p. 2217 - 2228
[4] Journal of Organic Chemistry, 2004, vol. 69, # 17, p. 5578 - 5587
[5] Synthesis, 2012, vol. 44, # 7, p. 1063 - 1068
