학술논문
A gem‐Dibromocyclopropane Ring‐Expansion/Mizoroki‐Heck Cyclisation Route to Tetrahydrodibenzofurans.
Document Type
Article
Author
Source
Subject
*RING formation (Chemistry)
*HECK reaction
*SILVER salts
*HEXANE
*
*
*
Language
ISSN
1434-193X
Abstract
Readily accessible, oxygenated 6,6‐dibromobicyclo[3.1.0]hexanes react with isovanillin in the presence of silver salts and an inorganic base to afford ring‐expanded/nucleophilic trapping products of various regio‐ and stereo‐chemical forms. Most such products undergo efficient, intramolecular Mizoroki‐Heck reactions to give the corresponding tetrahydrodibenzofurans. In certain cases, simple variations in the first step of such reaction sequences enables the preparation distinct ring‐expansion products that also cyclise to give tetrahydrodibenzofurans embodying alternative substitution patterns. [ABSTRACT FROM AUTHOR]