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Construction of Bridged-Ring-Fused Naphthalenone Derivatives Through an Unexpected Zn(OTf)2-Catalyzed Cascade
Chandraiah Lagishetti1,2, Sreenivas Banne1, Hengyao You1
1Chongqing Key Laboratory of Natural Product Synthesis and Drug Research, School of Pharmaceutical Sciences , Chongqing University , Chongqing 401331 , P.R. China.
Abstract:
An unexpected cascade transformation of aminonaphthoquinones 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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