Herein,
we report an efficient photoinduced radical tandem trifluoromethylation/cyclization
reaction of N-cyanamide alkenes for the synthesis
of functionalized quinazolinones. Importantly, the reaction is carried
out under mild conditions without any additional photosensitizer,
metal, or extra additives. A series of trifluoromethyl quinazolinones
were prepared efficiently with good yields and excellent functional
group tolerance. Preliminary mechanistic experiments were conducted
to indicate that the transformation proceeds via a possible mechanism
involving photoexcited EDA complex and chain propagation.
A visible-light-driven multistep tandem reaction between vinyl azides and alkyl bromides has been developed leading to the formation of tetralone skeletons under mild conditions, which can be easily scaled up to the gram scale. Various 1-tetralone derivatives are synthesized and transformed into desired products in good to high yields.
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