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  • Preparation of highly functionalised benzofurans from ortho-hydroxyphenones and dichloroethylene: applications and mechanistic investigations.

Preparation of highly functionalised benzofurans from ortho-hydroxyphenones and dichloroethylene: applications and mechanistic investigations.

Chemistry (Weinheim an der Bergstrasse, Germany) (2013-01-22)
Florian Schevenels, Bernard Tinant, Jean-Paul Declercq, István E Markó
ABSTRACT

Highly functionalised benzofurans have been prepared from ortho-hydroxyphenones and 1,1-dichloroethylene. The key intermediate, a chloromethylene furan, smoothly rearranged into the corresponding benzofuran carbaldehyde under acidic conditions. Some mechanistic investigations have been performed and several biologically active benzofurans have been synthesised.

MATERIALS
Product Number
Brand
Product Description

Supelco
trans-1,2-Dichloroethylene, analytical standard
Sigma-Aldrich
1,2-Dichloroethylene, mixture of cis and trans, 98%
Sigma-Aldrich
cis-1,2-Dichloroethylene, 97%
Sigma-Aldrich
trans-1,2-Dichloroethylene, 98%
Supelco
cis-1,2-Dichloroethene solution, certified reference material, 2000 μg/mL in methanol
Supelco
cis-1,2-Dichloroethene, analytical standard