Catalytic application of N,2-dibromo-6-chloro-3,4-dihydro-2H-benzo[e][1,2,4]thiadiazine-7-sulfonamide 1,1-dioxide as a new catalyst for the synthesis of 9-aryl-1,8-dioxo-octahydroxanthenes under neutral media

被引:3
作者
Khazaei, Ardeshir [1 ]
Abbasi, Fatemeh [1 ]
Moosavi-Zare, Ahmad Reza [2 ]
机构
[1] Bu Ali Sina Univ, Fac Chem, Hamadan 6517838683, Iran
[2] Sayyed Jamaleddin Asadabadi Univ, Dept Chem, Asadabad 6541835583, Iran
关键词
N-halo reagent; Dimedone (5,5-dimethylcyclohexane-1,3-dione); Aldehyde; 9-aryl-1,8-dioxo-octahydroxanthene; Solvent-free; SOLVENT-FREE SYNTHESIS; N-HALO REAGENTS; SULFONIC-ACID; ALPHA; BETA-UNSATURATED ESTERS; EFFICIENT PREPARATION; HOMOGENEOUS CATALYST; GREENER SYNTHESIS; HIGHLY EFFICIENT; MICHAEL ADDITION; DERIVATIVES;
D O I
10.1007/s11164-016-2492-0
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A new N-bromo sulfonamide reagent, namely N,2-dibromo-6-chloro-3,4-dihydro-2H-benzo[e][1,2,4]thiadiazine-7-sulfonamide 1,1-dioxide, was synthesized and used as a new and highly efficient catalyst for the preparation of 9-aryl-1,8-dioxooctahydroxanthene derivatives by the condensation reaction of dimedone (5,5-dimethylcyclohexane-1,3-dione) and various arylaldehydes. Mechanistically, it is interesting that in situ generation of the Br+ ion from the catalyst is successfully catalyzed by this reaction under neutral media. [GRAPHICS] .
引用
收藏
页码:6719 / 6732
页数:14
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