A Ni-catalyzed
annulation reaction to synthesize indenones is reported.
The reaction provides high yields and regioselectivities when aliphatic-
and silyl-substituted alkynes are employed. Both have been challenging
and underutilized substrate classes. Several mechanistic observations
aided in the development of this reaction, including that β-hydride
elimination is turnover-limiting for ortho-halogenated
aldehyde substrates and that alkyne dissociation is rate-limiting
for internal aliphatic alkynes. We anticipate that these methods will
be rapidly adopted due to their synthetic ease and inherent versatility.
We also anticipate that the mechanistic conclusions will inform further
reaction development.
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