Selective Metallation of 3-Halothiophenes: Practical Methods for the Synthesis of 2-Bromo-3-formylthiophene

M Sonoda, S Kinoshita, T Luu, H Fukuda…

Index: Sonoda, Motohiro; Kinoshita, Shoko; Luu, Thanh; Fukuda, Hiroshi; Miki, Koji; Umeda, Rui; Tobe, Yoshito Synthetic Communications, 2009 , vol. 39, # 18 p. 3315 - 3323

Full Text: HTML

Citation Number: 4

Abstract

Abstract Selective lithiation of 3-bromothiophene was accomplished under controlled conditions without formation of undesired thienyllithium compounds. A thienyl Grignard reagent derived from 2-bromo-3-iodothiophene was transformed into 2-bromo-3- formylthiophene in high selectivity by formylation with dimethylformamide (DMF) at optimal reaction temperature.