Rhenium- and Manganese-Catalyzed Insertion of Alkynes into a Carbon-Carbon Single Bond of Cyclic and Acyclic 1,3-Dicarbonyl Compounds

Treatment of alkynes with cyclic and acyclic 1,3‐dicarbonyl compounds in the presence of a catalytic amount of a rhenium or manganese complex gives ring‐expanded and carbon‐chain extension products, respectively. In these reactions, alkynes insert into a non‐strained carbon–carbon single bond of 1,3...

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Bibliographic Details
Published in:Chemistry, an Asian journal an Asian journal, 2009-09, Vol.4 (9), p.1424-1433
Main Authors: Kuninobu, Yoichiro, Kawata, Atsushi, Nishi, Mitsumi, Yudha S., Salprima, Chen, Jingjin, Takai, Kazuhiko
Format: Article
Language:English
Subjects:
alkynes
CC activation
insertion
manganese
rhenium
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Summary:Treatment of alkynes with cyclic and acyclic 1,3‐dicarbonyl compounds in the presence of a catalytic amount of a rhenium or manganese complex gives ring‐expanded and carbon‐chain extension products, respectively. In these reactions, alkynes insert into a non‐strained carbon–carbon single bond of 1,3‐dicarbonyl compounds. The ring‐expansion reaction is also promoted by the addition of 4‐Å molecular sieves instead of a catalytic amount of an isocyanide. Expanding out: Treatment of alkynes with cyclic and acyclic 1,3‐dicarbonyl compounds in the presence of a catalytic amount of a rhenium or manganese complex gave ring‐expanded and carbon‐chain extension products. In these reactions, alkynes were inserted into a non‐strained carbon–carbon single bond of 1,3‐dicarbonyl compounds. The ring‐expansion reaction is also promoted in the presence of 4‐Å molecular sieves.
ISSN:1861-4728
1861-471X
DOI:10.1002/asia.200900137