Meyer-Schuster Rearrangement—Convenient Synthesis of α,β-Unsaturated α-Iodinated Aldehydes and Ketones

doi:10.21127/yaoyigc20200023

Abstract

Abstract: The Meyer-Schuster rearrangement reaction has been known for almost a hundred years. It has been used to prepare unsaturated aldehydes, ketones, and even esters from propargyl alcohols. Thirty years ago, the same reaction was found to produce also α-halogenated aldehydes and ketones under suitable conditions. In the last thirty years, several methods have been developed utilizing the Meyer-Schuster rearrangement in the synthesis of halogenated building blocks for use in synthetic chemistry. In this perspective, we describe the progress in the field.

Key words: Meyer-Schuster rearrangement, unsaturated α-iodo enones, propargyl alcohol, Rupe rearrangement

Juri M. Timonen, Petri A. Turhanen. Meyer-Schuster Rearrangement—Convenient Synthesis of α,β-Unsaturated α-Iodinated Aldehydes and Ketones[J]. General Chemistry, 2021, 7(2): 200023-200023.

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