Issue 5, 2015
From the journal:

Organic Chemistry Frontiers

An iodine-promoted Meyer–Schuster rearrangement for the synthesis of α-iodo unsaturated ketones†

Hai-Tao Zhu,*a   Ming-Jin Fan,a   De-Suo Yang,*a   Xiao-Ling Wang,a   Sen Ke,a   Chao-Yang Zhanga  and  Zheng-Hui Guan*b  

* Corresponding authors

a Shannxi Key Laboratory of Phytochemistry, Baoji University of Arts and Sciences, Baoji 721013, China
E-mail: 1888@bjwlxy.edu.cn

b Key Laboratory of Synthesis and Natural Functional Molecule Chemistry of Ministry of Education, Department of Chemistry & Materials Science, Northwest University, Xi'an 710069, China
E-mail: guanzhh@nwu.edu.cn

Abstract

A facile and efficient iodine-promoted Meyer–Schuster rearrangement of propargyl alcohols for the synthesis of α-iodo-α,β-unsaturated ketones is presented. The reaction is concisely conducted at ambient temperature and shows good functional group tolerance.

Graphical abstract: An iodine-promoted Meyer–Schuster rearrangement for the synthesis of α-iodo unsaturated ketones

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Article information

DOI
https://doi.org/10.1039/C5QO00048C
Article type
Research Article
Submitted
06 feb 2015
Accepted
10 mar 2015
First published
13 mar 2015

Org. Chem. Front., 2015,2, 506-509

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An iodine-promoted Meyer–Schuster rearrangement for the synthesis of α-iodo unsaturated ketones

H. Zhu, M. Fan, D. Yang, X. Wang, S. Ke, C. Zhang and Z. Guan, Org. Chem. Front., 2015, 2, 506 DOI: 10.1039/C5QO00048C

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