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Platinum-catalyzed intramolecular vinylchalcogenation of alkynes with beta-phenylchalcogeno conjugated amides
Authors:Toyofuku Masashi  Fujiwara Shin-ichi  Shin-ike Tsutomu  Kuniyasu Hitoshi  Kambe Nobuaki
Affiliation:Department of Applied Chemistry, Graduate School of Engineering, Osaka University, Suita, Osaka 565-0871, Japan.
Abstract:Platinum-catalyzed intramolecular vinylthiolation and -selenation of internal alkynes with vinylchalcogenides 1 having a carbamoyl group on cis-beta-position of vinyl moiety was developed. The conjugated six-membered lactam framework 2 was constructed in high yields. Density functional theory calculations for alkyne insertion processes suggest seven-membered platinacycle 3 is a kinetically favored intermediate of this catalytic system.
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