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An enyne cycloisomerization/[5+1] reaction sequence to synthesize tetrahydroisoquinolinones from enyne-enes and CO.

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An enyne cycloisomerization/[5+1] reaction sequence was developed to synthesize tetrahydroisoquinolinones from linear enyne-enes and CO. The first step is a gold(i)-catalyzed enyne cycloisomerization, generating six-membered-ring-fused vinylcyclopropanes. The second step is… Click to show full abstract

An enyne cycloisomerization/[5+1] reaction sequence was developed to synthesize tetrahydroisoquinolinones from linear enyne-enes and CO. The first step is a gold(i)-catalyzed enyne cycloisomerization, generating six-membered-ring-fused vinylcyclopropanes. The second step is a rhodium(i)-catalyzed [5+1] reaction of vinylcyclopropanes with CO. This two-step reaction could also be carried out in one-pot without isolating the cycloisomerization product generated from the first step of this sequence.

Keywords: enyne cycloisomerization; cycloisomerization; reaction; reaction sequence; cycloisomerization reaction; synthesize tetrahydroisoquinolinones

Journal Title: Chemical communications
Year Published: 2017

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