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2-(Methoxycarbonyl)thiophen-3-yl-diazonium Salts: Efficient Precursors for the Formation of C-C Bonds in
Yurii V Ostapiuk1, Oksana V Barabash1, Mary Y Ostapiuk1
1Department of Organic Chemistry, Ivan Franko National University of Lviv, Kyryla i Mefodiya Str. 6, 79005 Lviv, Ukraine.
Abstract:
A first application of 2-(methoxycarbonyl)thiophen-3-diazonium salts in the halothienylation of α,β-unsaturated functionalized compounds under Meerwein reaction conditions is presented. This process provides thiophene-containing building blocks that can then undergo cyclization reactions with bisnucleophiles to synthesize thiophene-3-yl-containing heterocyclic systems. In this way, substituted 2,3'-bithiophene compounds and thiophene-3-yl derivatives of 2-aminothiazole, 2-aminoselenazole, thiazolidine, and selenazolidine can be efficiently prepared.
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