Scheme 1
Scheme 2
are one of the important building blocks for pharmaceuticals
and synthetic intermediates for N-heterocycles.15,16
When N-(selenobenzoyl)piperidine (1a, 0.5 mmol) was
treated with phenylacetylene (2a, 1 mL) in the presence of
copper(0) (2.0 mmol) at 110 °C for 4 h, the reductive
deselenation of 1a and insertion reaction into C-H bond at
copper(0)-induced deselenative dimerization (eq 1);8 the
copper(0)-induced intramolecular insertion reaction into
N-H bond (eq 2);8 the copper(0)-induced cyclopropanation
of alkenes (eq 3).9 Herein, we wish to report a novel
intermolecular reductive insertion reaction of N,N-disubsti-
tuted selenoamides into acetylenic C-H bond induced by
copper(0) (Scheme 2).
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