2,4,4,6-Tetrabromo-2,5-cyclohexadienone as an efficient reagent for phosphine-free electrophilic transformation of alcohols and epoxides

被引:2
作者
Khajeh-Kolaki, Aslan [1 ]
Mokhtari, Babak [1 ]
机构
[1] Shahid Chamran Univ Ahvaz, Coll Sci, Dept Chem, Ahvaz, Iran
关键词
Phosphine-free; TABCO; thiocyanogen; epoxide; alcohol; ALKYL THIOCYANATES; REGIOSELECTIVE CONVERSION; TETRAHYDROPYRANYL-ETHERS; TRIMETHYLSILYL-ETHERS; AMMONIUM THIOCYANATE; CONVERTING ALCOHOLS; MILD; BROMINATION; BROMIDES; THIOLS;
D O I
10.1080/17415993.2015.1126594
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
In this study, 2,4,4,6-tetrabromo-2,5-cyclohexadienone (TABCO) was prepared and used successfully as a stable phosphine-free reagent for the conversion of alcohols into alkyl thiocyanates and epoxides into 2-hydroxythiocyanates. The reactions seem to proceed via in situ generation of electrophilic sulfur species by reaction of NH4SCN and TABCO. This combined reagent worked well with both alcohols and epoxides in acetonitrile solvent and under solvent-free conditions. [GRAPHICS]
引用
收藏
页码:251 / 258
页数:8
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