4.8 Article

Construction of Bridged-Ring-Fused Naphthalenone Derivatives Through an Unexpected Zn(OTf)2-Catalyzed Cascade Transformation

Journal

ORGANIC LETTERS
Volume 21, Issue 13, Pages 5301-5304

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.9b01912

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Funding

  1. National Natural Science Foundation of China [21572027, 21807009, 81741169]

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An unexpected cascade transformation of aminonaph-thoquinones with N-substituents bearing a p-methoxybenzyl ether into bridged-ring-fused naphthalenone derivatives is reported. This cascade transformation was initiated by a catalytic amount of Zn(OTf)(2) and involved with subsequent functional group migration and cyclization. The process proceeded through the cleavage of two bonds and the formation of three new bonds in one pot and was proven to be efficient and tolerant to various substituents.

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