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- W4313488082 abstract "A novel dearomative spirolactonization/polyhalogenation of phenols that employs hypervalent iodine PhICl2 (iodobenzene dichloride) as both an oxidant and chlorine source with an indispensable base, or only using NBS (N-bromosuccinimide) without any additives, is presented. Halide participations are a vital factor in the cascade reaction of 3'-hydroxy-[1,1'-biphenyl]-2-carboxylic acids with good selectivities and reactivities and induced the rapid constructions of multiple C-halogen bonds and directional C═O bonds in a one-step operation under mild conditions. In gaining a good understanding of the mechanism, the increase in number of bromine atoms was inferred rationally from the spirolactonization process, assisted by DFT calculations and high-resolution mass spectrometry. Mechanistic experiments suggest that the formation of a stable carbocation intermediate plays a great role in the migration of oxygen to spirolactonization." @default.
- W4313488082 created "2023-01-06" @default.
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- W4313488082 date "2023-01-04" @default.
- W4313488082 modified "2023-10-16" @default.
- W4313488082 title "Polyhalogenation-Facilitated Spirolactonization at the <i>meta</i>-Position of Phenols" @default.
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- W4313488082 doi "https://doi.org/10.1021/acs.joc.2c02527" @default.
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