Platinum-catalyzed intramolecular vinylchalcogenation of alkynes with beta-phenylchalcogeno conjugated amides |
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Authors: | Toyofuku Masashi Fujiwara Shin-ichi Shin-ike Tsutomu Kuniyasu Hitoshi Kambe Nobuaki |
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Affiliation: | Department of Applied Chemistry, Graduate School of Engineering, Osaka University, Suita, Osaka 565-0871, Japan. |
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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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