Thienothiophenes. Part 2. 1 Synthesis, metallation and bromine→ lithium exchange reactions of thieno [3, 2-b] thiophene and its polybromo derivatives

LS Fuller, B Iddon, KA Smith

Index: Fuller, Lance S.; Iddon, Brian; Smith, Kevin A. Journal of the Chemical Society - Perkin Transactions 1, 1997 , # 22 p. 3465 - 3470

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Citation Number: 130

Abstract

Methods for the large-scale synthesis of thieno [3, 2-b] thiophene [including a catalytic vapour-phase reaction (at 550° C) between 2-(2-thienyl) ethanol and carbon disulfide], its 2- carboxylic acid and its 3, 6-dibromo and 2, 3, 5, 6-tetrabromo derivatives are reported. With 2 mol equiv. of butyllithium thieno [3, 2-b] thiophene gives its 2, 5-dilithiated derivative and its 3, 6-dibromo derivative gives the 3, 6-dilithiated compound. By quenching with suitable ...