Issue 94, 2014
From the journal:

RSC Advances

Synthesis of n-alkyl terminal halohydrin esters from acid halides and cyclic ethers or thioethers under solvent- and catalyst-free conditions†

Kunuru Venkatesham,a   Dokuburra Chanti Babu,a   Tatipamula Vinay Bharadwaj,a   Richard A. Bunce,a   Chitturi Bhujanga Rao*a  and  Yenamandra Venkateswarlu‡*a  

* Corresponding authors

a Natural Products Laboratory, Natural Products Division, Indian Institute of Chemical Technology, Hyderabad, India
E-mail: cbrchem@gmail.com
Fax: +91-40-27160512
Tel: +91-40-27193167

Abstract

An efficient and eco-friendly protocol has been developed for the preparation of n-alkyl terminal halohydrin esters under solvent- and catalyst-free conditions. Ring opening of cyclic ethers by organic acid halides affords the 1,4- and 1,5-halohydrins, OH-protected by different acyl groups. The green reaction conditions, simple work-up procedures, high yields and broad substrate scope of the reaction highlight the positive features of this method.

Graphical abstract: Synthesis of n-alkyl terminal halohydrin esters from acid halides and cyclic ethers or thioethers under solvent- and catalyst-free conditions

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Article information

DOI
https://doi.org/10.1039/C4RA10499D
Article type
Communication
Submitted
15 Sep 2014
Accepted
03 Oct 2014
First published
06 Oct 2014

RSC Adv., 2014,4, 51991-51994

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Synthesis of n-alkyl terminal halohydrin esters from acid halides and cyclic ethers or thioethers under solvent- and catalyst-free conditions

K. Venkatesham, D. Chanti Babu, T. V. Bharadwaj, R. A. Bunce, C. B. Rao and Y. Venkateswarlu, RSC Adv., 2014, 4, 51991 DOI: 10.1039/C4RA10499D

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