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Regioselective Cycloaddition of 3‐Azetidinones and 3‐Oxetanones with Alkynes through Nickel‐Catalysed Carbon–Carbon Bond Activation
Author(s) -
Ho Kelvin Y. T.,
Aïssa Christophe
Publication year - 2012
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201200167
Subject(s) - regioselectivity , cycloaddition , ring (chemistry) , nickel , catalysis , chemistry , carbon fibers , medicinal chemistry , combinatorial chemistry , organic chemistry , computer science , algorithm , composite number
Get in the ring! The first examples of transition‐metal‐catalysed CC bond activation of 3‐azetidinones and 3‐oxetanones are reported. In the presence of a nickel catalyst and alkynes, a regioselective and high‐yielding [4+2] cycloaddition occurs, leading to the formation of pyridinones, pyranones and eventually 4,5‐disubstituted 3‐hydroxypyridines (see scheme).