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Nickel‐Catalyzed [3+2+2] Cycloadditions between Alkynylidenecyclopropanes and Activated Alkenes
Author(s) -
Saya Lucía,
Bhargava Gaurav,
Navarro Miguel A.,
Gulías Moises,
López Fernando,
Fernández Israel,
Castedo Luis,
Mascareñas José L.
Publication year - 2010
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201004438
Subject(s) - nickel , catalysis , bicyclic molecule , catalytic cycle , chemistry , 1,5 cyclooctadiene , medicinal chemistry , combinatorial chemistry , organic chemistry
Now with nickel: [3C+2C+2C] cycloadditions involving non‐activated alkylidenecyclopropanes provide a practical entry to a variety of interesting 6,7‐fused bicyclic systems (see scheme; cod=1,5‐cyclooctadiene). DFT calculations, combined with experimental data, suggest that the catalytic cycle involves the initial formation of 1‐alkylidenenickelacyclobutane intermediates, such as 1 .