Two-in-one strategy for fluorene-based spirocycles via Pd(0)-catalyzed spiroannulation of o-iodobiaryls with bromonaphthols?

Chemical Science Pub Date: 2020-09-08 DOI: 10.1039/D0SC04386A

Abstract

Rapid assembly of fluorene-based spirocycles represents a highly significant but challenging task in organic synthesis. Reported herein is a novel Pd(0)-catalyzed [4+1] spiroannulation of simple o-iodobiaryls with bromonaphthols for the one-step construction of [4,5]-spirofluorenes in high yields with excellent functional group tolerance. Noteworthily, these valuable fluorene-based coumarin skeletons can enrich the database of C-coumarins and exhibit excellent spectroscopic properties.

Graphical abstract: Two-in-one strategy for fluorene-based spirocycles via Pd(0)-catalyzed spiroannulation of o-iodobiaryls with bromonaphthols
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