Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 78, Issue 11, Pages 5505-5520Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jo400621r
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Funding
- Russian Ministry of Education and Science [14.B37.21.1924]
- Samara State Technical University [16.552.11.7076]
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A simple, general route to the 1,2-dihydronaphtho[2,1-b]furans and 2,3-dihydrobenzofurans substituted at C-2 by an acyl or aryl group, starting from phenolic Mannich bases and pyridinium ylides, has been developed. The mechanism of the reaction is believed to involve the formation of the o-quinone methide intermediate, Michael-type addition of the ylide to the o-quinone methide, followed by intramolecular nucleophilic substitution.
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