Bromoarylation of Methyl 2-Chloroacrylate under Meerwein Conditions for the Synthesis of Substituted 3-Hydroxythiophenes
Yurii V. Ostapiuk*, Maksym Shehedyn, Oksana V. Barabash, Bohdan Demydchuk, Sviatoslav Batsyts, Colin Herzberger, Andreas Schmidt*
*Ivan Franko National University of Lviv, 79005 Lviv, Ukraine; Clausthal University of Technology, 38678 Clausthal-Zellerfeld, Germany,
Email: yurii.ostapiuk
lnu.edu.ua, schmidtioc.tu-clausthal.de
Y. V. Ostapiuk, M. Shehedyn, O. V. Barabash, B. Demydchuk, S. Batsyts, C. Herzberger, A. Schmidt, Synthesis, 2022, 54, 732-740.
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Abstract
Methyl 3-aryl-2-bromo-2-chloropropanoates, which can be prepared by Meerwein reaction from methyl 2-chloroacrylate and various arenediazonium salts under copper(II) bromide catalysis, were used as starting materials in reactions with substituted methanethiols for the construction of a broad range of substituted 3-hydroxythiophenes.
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Key Words
Meerwein arylation, arenediazonium salts, thiophenes, 3-hydroxythiophenes, Fiesselmann reaction
ID: J66-Y2022
