Regioselective Synthesis of 4-Bromo-3-formyl-N-phenyl-5-propylthiophene-2-carboxamide

被引:1
作者
Bar, Sukanta [1 ,2 ]
Martin, Maxwell Israel [2 ]
机构
[1] Indian Inst Technol Kharagpur, Dept Chem, Kharagpur 721302, W Bengal, India
[2] St Jude Childrens Res Hosp, Dept Biol Struct, 332 N Lauderdale St, Memphis, TN 38105 USA
关键词
thiophene; regioselective; n-BuLi; lithiation; THIOPHENE DERIVATIVES; METALATION;
D O I
10.3390/M1296
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
We synthesized 4-bromo-3-formyl-N-phenyl-5-propylthiophene-2-carboxamide by using three successive direct lithiations and a bromination reaction starting from thiophene. All these lithiation reactions were carried out at -78 degrees C to RT over a period of 1 to 24 h based on the reactivity of electrophile. This is a four-step protocol starting from thiophene with an overall yield of 47%.
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页数:5
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