5 years ago

Phosphine-Mediated Sequential Annulation Reaction: Access to Functionalized Benzofurans and 4,5-Dihydrobenzofurans

Phosphine-Mediated Sequential Annulation Reaction: Access to Functionalized Benzofurans and 4,5-Dihydrobenzofurans
You Huang, Xuelin Dong, Ling Liang
A new strategy for the facile access to multi-functionalized benzofurans and 4,5-dihydrobenzofurans has been explored. The advantages of the present protocol include readily obtainable starting materials, mild and metal-free conditions, expedient and practical processes, excellent yields, and easy scale-up. The reaction demonstrated high efficiency to construct two rings in a single step. The zwitterionic intermediate generated from the conjugated attack of PPh3 to the ene-yne-ketone was proposed to be the key intermediate toward these valuable scaffolds. Domino reaction: A new strategy for the facile access to multi-functionalized benzofurans and 4,5-dihydrobenzofurans is explored. The advantages include readily obtainable starting materials, mild and metal-free conditions, expedient and practical processes, excellent yields, and easy scale-up. The reaction demonstrates high efficiency to construct two rings in a single step.

Publisher URL: http://onlinelibrary.wiley.com/resolve/doi

DOI: 10.1002/chem.201701026

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