2,4,6-Trichloro-1,3,5-triazine and N,N′-dimethylformamide as an effective Vilsmeier-Haack reagent for the synthesis of 2-chloro-3-formyl quinolines from acetanilides

被引:22
|
作者
Venkanna, P. [1 ]
Rajanna, K. C. [2 ]
Kumar, M. Satish [2 ]
Ansari, Mohd Bismillah [4 ]
Ali, M. Moazzam [3 ]
机构
[1] Jawaharlal Nehru Technol Univ, Dept Chem, Hyderabad, TS, India
[2] Osmania Univ, Dept Chem, Hyderabad 500007, TS, India
[3] Aizza Coll Engn & Technol, Dept Chem, Hyderabad, TS, India
[4] SABIC Technol & Innovat Ctr, Riyadh 11551, Saudi Arabia
关键词
2,4,6-Trichloro-1,3,5-triazine/N,N '-dimethylformamide; Vilsmeier-Haack type reagent; Acetanilides; 2-Chloro-3-formyl quinolines; Sonication; Rate acceleration; MICROWAVE-ASSISTED SYNTHESIS; ONE-POT SYNTHESIS; CYANURIC CHLORIDE; CARBOXYLIC-ACIDS; BECKMANN REARRANGEMENT; BIOLOGICAL EVALUATION; FUSED PYRIDINES; EFFICIENT; DERIVATIVES; MILD;
D O I
10.1016/j.tetlet.2015.07.056
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
TCTA-DMF (2,4,6-trichloro-1,3,5-triazine/N,N'-dimethylformamide) adduct has been used as a Vilsmeier-Haack type reagent for effective synthesis of 2-chloro-3-formyl quinolines from acetanilides under conventional and ultrasonically assisted conditions. The reaction times under sonication are quite significantly shorter than conventional methods even though the yields obtained under sonication are comparable with those obtained under reflux conditions. (C) 2015 Elsevier Ltd. All rights reserved.
引用
收藏
页码:5164 / 5167
页数:4
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