Issue 23, 2001
From the journal:

Journal of the Chemical Society, Perkin Transactions 1

Rearrangement of 1,4,5,6-tetrahalo-7,7-dimethoxybicyclo[2.2.1]hept-5-en-2-ones to phenolic derivatives

Faiz Ahmed Khan,*a   Jyotirmayee Dash,a   Dheeraj Jaina  and  B. Prabhudasa  

* Corresponding authors

a Department of Chemistry, Indian Institute of Technology, Kanpur-208 016, India
E-mail: faiz@iitk.ac.in

Abstract

A simple Diels–Alder route leading to methyl 2,3,4-trihalo-5-hydroxybenzoates via thermal Grob-type rearrangement of easily accessible 1,4,5,6-tetrahalo-7,7-dimethoxybicyclo[2.2.1]hept-5-en-2-one with concomitant methyl halide elimination is described.

Graphical abstract: Rearrangement of 1,4,5,6-tetrahalo-7,7-dimethoxybicyclo[2.2.1]hept-5-en-2-ones to phenolic derivatives

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Article information

DOI
https://doi.org/10.1039/B108152G
Article type
Paper
Submitted
07 Sep 2001
Accepted
17 Oct 2001
First published
15 Nov 2001

J. Chem. Soc., Perkin Trans. 1, 2001, 3132-3134

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Rearrangement of 1,4,5,6-tetrahalo-7,7-dimethoxybicyclo[2.2.1]hept-5-en-2-ones to phenolic derivatives

F. A. Khan, J. Dash, D. Jain and B. Prabhudas, J. Chem. Soc., Perkin Trans. 1, 2001, 3132 DOI: 10.1039/B108152G

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