Direction of 3-bromothiophene acylation with succinyl chloride

…, AV Afanas'ev, IS Prostakishin, LI Belen'kii

Index: Smirnov; Afanas'Ev; Prostakishin; Belen'Kii Chemistry of Heterocyclic Compounds, 2013 , vol. 49, # 3 p. 386 - 391 Khim. Geterotsikl. Soedin., 2013 , # 3 p. 416 - 422

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Abstract

In the reaction of 3-bromothiophene with succinyl chloride in the presence of AlCl 3, a mixture of three isomeric dibromo-substituted 1, 4-di (2-thienyl) butane-1, 4-diones was formed. The main component was the unsymmetrical 1-(3-bromo-2-thienyl)-4-(4-bromo-2- thienyl) butane-1, 4-dione rather than 1, 4-di-(3-bromo-2-thienyl) butane-1, 4-dione expected according to the orientation rules.