4.5 Article

DMAP Mediated Efficient Construction of Functionalized Chromenes through One-Pot Reaction of para-Quinone Methides with Allenoates

Journal

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2021, Issue 12, Pages 1942-1948

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.202100112

Keywords

Allenaotes; Chromenes; One-pot reaction; para-Quinone methides; Tertiary amine

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A novel DMAP-mediated Rauhut-Currier/oxa-Michael addition cascade reaction was reported for the first time, resulting in a series of functionalized chromenes from the reaction of hydroxylphenyl-substituted para-quinone methide with allenoate. The chromene products obtained in moderate to good yields under this one-pot cascade reaction could be easily transformed into different derivatives, and a plausible mechanism was proposed to elucidate this novel reaction.
A novel DMAP-mediated Rauhut-Currier/oxa-Michael addition cascade reaction of hydroxylphenyl-substituted para-quinone methide with allenoate was reported for the first time. A series of functionalized chromenes were successfully obtained with moderate to good yields under this one-pot cascade reaction. The chromene products could be easily transformed into different derivatives and a plausible mechanism was proposed to elucidate this novel reaction.

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