Platinum-catalyzed intramolecular vinylchalcogenation of alkynes with β-phenylchalcogeno conjugated amides

Journal of the American Chemical Society

Volumn 130, Issue 32, 2008, Pages 10504-10505

  Toyofuku, Masashi ^a   Fujiwara, Shin Ichi ^b   Shin ike, Tsutomu ^b   Kuniyasu, Hitoshi ^a   Kambe, Nobuaki ^a  

^a OSAKA UNIVERSITY   (Japan)

^b OSAKA DENTAL UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ALKYNE DERIVATIVE; AMIDE; PLATINUM;

ARTICLE; CATALYSIS; CONJUGATION;

EID: 49449088376     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja804121j     Document Type: Article

References (53)

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45. 31P NMR analysis. See Supporting Information for the details.
46. Radical mechanism can be denied since radical scavengers such as TEMPO and galvinoxyl did not retard the reaction of 1a.
47. 2Ph, R′ = H, eq 1) gave a complex mixture and neither Z-3e nor E-3e was detected.
48. Similar thermodynamic resolution of EIZ mixture was also observed in 2e. See Supporting Information for the details.
49. 13C NMR, and HRMS analysis. In addition, the hydrolyzed product was isolated and characterized. See Supporting Information for the details.
50. For the details about calculations, see Supporting Information.
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52. 4 worked as catalyst for cyclization of 1a, the reaction was slower and 2a was obtained in 37% NMR yield after 2.5 h.
53. 2≡CMe failed. This result as well as substituent effect on nitrogen described in the text may indicate that accessibility of alkyne unit to Pt is important for the present vinylchalcogenation to take place.