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General Chemistry ›› 2021, Vol. 7 ›› Issue (2): 200023-200023.DOI: 10.21127/yaoyigc20200023

Special Issue: Organic Synthetic Methodology

• Perspective • Previous Articles    

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

Juri M, Timonen*, Petri A, Turhanen   

  1. School of Pharmacy, Faculty of Health Sciences, University of Eastern Finland, P. O. Box 1627, 70211 Kuopio, Finland
  • Received:2020-12-23 Revised:2021-02-22 Online:2021-06-30 Published:2021-06-11
  • Contact: *,Email: juri.timonen@uef.fi (J. T.)
  • Supported by:

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

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