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

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 °C to RT over a period of 1 to 24 h based on the reactivity of electrophile...

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Bibliographic Details
Published inMolBank Vol. 2021; no. 4; p. M1296
Main Authors Bar, Sukanta, Martin, Maxwell Israel
Format Journal Article
LanguageEnglish
Published Basel MDPI AG 01.12.2021
Subjects
Bromination
Chemistry
Chromatography
lithiation
n-BuLi
regioselective
thiophene
India
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Summary: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 °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%.
ISSN:1422-8599
1422-8599
DOI:10.3390/M1296