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. 2017 Feb 14;8:14043. doi: 10.1038/ncomms14043

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(a) The proposed mechanism of the formation of df-oxindole 14 involves the gold(I)-mediated 6-endo-dig cycloisomerization of 1,6-enyne to afford 15, followed by subsequent deprotonation, protonation, formation of a strained tetracyclic spiro-oxenium intermediate (19) and its rearrangement to afford 14. (b) In the presence of d-MeOH (as nucleophile as well as deuterium source), df-oxindole 14 and d-MeOH adduct 20 of df-oxindole was obtained in 14% yield with 40% deuteration at benzylic position and 47% yield with 50% deuteration at benzylic position, respectively. MeOH-d₄, deuterated methanol.