引用本文:
王亮, 蔡春. 高分子负载CuI催化“一锅法”合成1,2,3-三唑化合物[J]. 应用化学,
2008, 25(8): 943-947.
Citation: WANG Liang, CAI Chun. Polymer-supported CuI as Catalyst for “One pot” Synthesis of 1,2,3-Triazole Compounds[J]. Chinese Journal of Applied Chemistry, 2008, 25(8): 943-947.

Citation: WANG Liang, CAI Chun. Polymer-supported CuI as Catalyst for “One pot” Synthesis of 1,2,3-Triazole Compounds[J]. Chinese Journal of Applied Chemistry, 2008, 25(8): 943-947.

高分子负载CuI催化“一锅法”合成1,2,3-三唑化合物
摘要:
制备了高分子负载CuI催化剂,将其应用于1,3-偶极环加成反应。制备了1,2,3-三唑类化合物,考察了溶剂、碱、催化剂用量、反应气氛对反应的影响,确定了较佳的反应条件。研究表明,以PEG/H2O为溶剂在室温下就能有效地催化反应,生成单一的1,4取代的三唑化合物,同时,进一步考察了不同底物的反应效果。苄基和烯丙基类卤代烃活性较高,反应8h得率为72%~94%;饱和卤代烃经延长反应时间有中等以上收率;芳烃反应活性较差,碘代芳烃在85℃反应24 h,只有中等收率,而溴苯根本不发生反应。催化剂经过简单的过滤洗涤后可重复使用4次,显示了较好的催化活性。
English
Polymer-supported CuI as Catalyst for “One pot” Synthesis of 1,2,3-Triazole Compounds
Abstract:
Polymer-supported CuI catalyst was prepared and its catalytic activity was investigated for the 1,3-dipolar cycloaddition reaction. 1,2,3-Triazoles were produced. The influences of reaction conditions, such as solvent, base, amount of catalyst, reaction atmosphere, were studied and optimal conditions were determined. The results showed that the reaction went smoothly to produce 1,4-disubstituted-1,2,3-triazoles at room temperature using PEG/H2O as solvent. Meanwhile, effect of different substrates were explored. Benzyl and allyl halides were active, and the products were obtained with yields of 72%~94% in 8h; alkyl halides were less active and moderate yields were obtained. The cycloaddition of aromatic halides were difficult. Aromatic iodides gave products with moderate yields at 85℃ in 24 h, while aromatic bromides didn't give any product. The catalyst could be recycled by simple filtration and washing and reused for four times without significant decrease in its activity.
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Key words:
- polymer-supported catalyst
- / dipolar cycloaddition
- / triazole
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