Nickel‐Catalyzed [3+2+2] Cycloadditions between Alkynylidenecyclopropanes and Activated Alkenes | Zendy

Saya Lucía | Zendy; Bhargava Gaurav | Zendy; Navarro Miguel A. | Zendy; Gulías Moises | Zendy; López Fernando | Zendy; Fernández Israel | Zendy; Castedo Luis | Zendy; Mascareñas José L. | Zendy

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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 .

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