Novel, One-Pot Procedure for the Synthesis of 2-Arylethanol Derivatives

Abstract

An efficient one-pot synthesis of 2-arylethanol derivatives using ethylene sulfate as a C₂ building block is described. High yields are obtained upon trapping of aryllithium intermediates generated by halogen-metal exchange or directed metalation with ethylene sulfate. The resulting heteroaryl or phenylethanol derivatives represent versatile building blocks for the synthesis of annulated pyran derivatives by oxa-Pictet-Spengler reaction.

Key words

alcohols - electrophilic aromatic substitutions - heterocycles - sulfates - lithiation

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