The Reaction of o??Alkynylarene and Heteroarene Carboxaldehyde Derivatives with Iodonium Ions and Nucleophiles: A Versatile and Regioselective Synthesis of 1H?? …

J Barluenga, H Vazquez??Villa, I Merino…

Index: Barluenga, Jose; Vazquez-Villa, Henar; Merino, Isabel; Ballesteros, Alfredo; Gonzalez, Jose M. Chemistry - A European Journal, 2006 , vol. 12, # 22 p. 5790 - 5805

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Citation Number: 93

Abstract

Abstract The reaction of o-alkynylbenzaldehydes 1 with different alcohols, silylated nucleophiles 5, electron-rich arenes 10, and heteroarenes 12 in the presence of the reagent IPy 2 BF 4, at room temperature, gave functionalized 4-iodo-1H-isochromenes 2, 6, 11, and 13 in a regioselective manner. When alkynes 16 and alkenes 19 and 20 were used as nucleophiles, a regioselective benzannulation reaction took place to form 1- ...

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