A mild method for generation of o-quinone methides under basic conditions. The facile synthesis of trans-2,3-dihydrobenzofurans

A novel and efficient method for the generation of o-quinone methide intermediates was developed from the readily available 2-tosylalkylphenols under the mild basic conditions, and their reactions with sulfur ylides were investigated for the stereoselective synthesis of trans-2,3-dihydrobenzofurans.

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Bibliographic Details
Published in:Chemical communications (Cambridge, England) England), 2013-01, Vol.49 (16), p.1660-1662
Main Authors: Chen, Mu-Wang, Cao, Liang-Liang, Ye, Zhi-Shi, Jiang, Guo-Fang, Zhou, Yong-Gui
Format: Article
Language:English
Subjects:
Benzofurans - chemical synthesis
Benzofurans - chemistry
Indolequinones - chemical synthesis
Indolequinones - chemistry
Molecular Structure
Phenols - chemistry
Sulfur
Synthesis
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Summary:A novel and efficient method for the generation of o-quinone methide intermediates was developed from the readily available 2-tosylalkylphenols under the mild basic conditions, and their reactions with sulfur ylides were investigated for the stereoselective synthesis of trans-2,3-dihydrobenzofurans.
ISSN:1359-7345
1364-548X
DOI:10.1039/c3cc37800d