European journal of organic chemistry

The Preparation of 2, 3, 5??Tri??and 2, 3??Disubstituted Furans by Regioselective Palladium (0)??Catalyzed Coupling Reactions: Application to the Syntheses of …

T Bach, L Krüger

Index: Bach, Thorsten; Krueger, Lars European Journal of Organic Chemistry, 1999 , # 9 p. 2045 - 2057

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Citation Number: 47

Abstract

Abstract The 5-acceptor-substituted 2, 3-dibromofurans 1 and 2 underwent a regioselective Pd 0-catalyzed coupling reaction at the C-2 carbon atom. With alkynes the corresponding 2- alkynylfurans 4 and 5 were accessible (49–97% yield). Alkyl-, aryl-, and alkenylzinc reagents gave the 2-substituted furans 8 starting from compound 2 (66–84% yield). The 2- allylfurans 8e and 8f were obtained by a regioselective Stille coupling in 79% and 73% ...

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