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Abstract
A step-economic photo-oxidative brominative carbannulation of biaryl ynones employing bromide source and riboflavin tetraacetate (RFTA) have
been developed. The switchable reactivity between distal phenyl C-H activatedortho-annulation and dearomative ipso-annulation are well exemplified.The eminent features of the methodology include metal-free, externaladditive free, low-cost photocatalyst, use of simple precursor. Further, we
elaborately discussed about the mechanistic investigation and the applicabilityof additional functional group incorporation.
Supplementary materials
Title
Empowering Visible Light Catalysis: Brominative Dearomatization of Biaryl Ynones
Description
We have achieved the first visible-light-driven, metal-free brominative dearomatization of biaryl ynones using inexpensive RFTA as a photocatalyst, which allows straightforward access to ipso-annulated spiro com-pounds as well as dibenzocycloheptene-5-ones, depending on the molecular architecture. The method is mild, opera-tionally simple, tolerant of a number of functional groups and exhibit excellent scalability. We believe this methodol-ogy provides practitioners with an alternative tool that will permit the scrutiny of unexplored chemical space and find useful applications in organic synthesis.
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