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A Rhodium(II)‐Catalyzed Formal [4+1]‐Cycloaddition toward Spirooxindole Pyrrolone Construction Employing Vinyl Isocyanates as 1,4‐Dipoles
Author(s) -
Meloche Jennifer L.,
Ashfeld Brandon L.
Publication year - 2017
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201701147
Subject(s) - synthon , cycloaddition , catalysis , rhodium , chemistry , electrophile , combinatorial chemistry , organic chemistry
A Rh II ‐catalyzed, formal [4+1]‐cycloaddition between diazooxindoles as electrophilic C 1 synthons and 1,3‐heterodienes for the construction of spirooxindole pyrrolones is described. Employing vinyl isocyanates as 1,4‐dipoles, the cycloannulation occurs under relatively mild conditions and provides the corresponding pyrrolones in good to excellent yields.