An unprecedented -alkylation of 3-nitroindoles with -quinone methides was developed for the first time. Using potassium carbonate as the base, a wide range of structurally diverse -diarylmethylindole derivatives were obtained with moderated to good yields via the protection group migration/-1,6-Michael addition sequences. The reaction process was also demonstrated by control experiments. Different from the previous advances where 3-nitrodoles served as electrophiles trapping by various nucleophiles, the reaction herein is featured that 3-nitrodoles is defined with latent -centered nucleophiles to react with -hydrophenyl -QMs for construction of various -diarylmethylindoles.
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| http://dx.doi.org/10.3390/molecules28145529 | DOI Listing |
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