Temperature-Dependent Product Selectivity in the VilsmeierHaack Reaction on Bis(phenylhydrazones) of Bis(aroylmethyl) Sulfides (=1,1′-[Thiobis(methylene)]bis[arylmethanone] Bis(2-phenylhydrazones)): Synthesis of 3-Aroylindoles (=Aryl(1H-indol-3-yl)methanones)

被引:3
作者
Paul, Nidhin [1 ]
Muthusubramanian, Shanmugam [1 ]
机构
[1] Madurai Kamaraj Univ, Sch Chem, Dept Organ Chem, Madurai 625021, Tamil Nadu, India
关键词
Vilsmeier reaction; 1H-Indol-3-ylmethanone; aryl-; Diphenacyl sulfide; 1H-Pyrazole-4-carboxaldehyde; 1; 3-diaryl-; Bis[arylmethanone; 1-[thiobis(methylene)]-; X-Ray crystallography; ONE-POT SYNTHESIS; HAACK REAGENT; DERIVATIVES; 3-ACYLINDOLES; ACYLATION;
D O I
10.1002/hlca.201200198
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The bis(phenylhydrazone) of substituted diphenacyl sulfides (=1,1-[thiobis(methylene)]bis[arylmethanone] bis(2-phenylhydrazones)) 1 underwent a tandem sequence of reactions upon treatment with Vilsmeier reagent, ultimately yielding 3-aroylindoles (=aryl(1H-indol-3-yl)methanones) 3 (Scheme1 and Table1). The reaction seems to be product selective depending upon the reaction temperature.
引用
收藏
页码:452 / 457
页数:6
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