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Oxazepine Synthesis by Copper‐Catalyzed Intermolecular Cascade Reactions between O‐Propargylic Oximes and Dipolarophiles
Author(s) -
Nakamura Itaru,
Kudo Yu,
Terada Masahiro
Publication year - 2013
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.201302751
Subject(s) - cascade , intermolecular force , cycloaddition , chemistry , combinatorial chemistry , catalysis , copper , cleavage (geology) , medicinal chemistry , stereochemistry , computer science , organic chemistry , molecule , materials science , composite material , chromatography , fracture (geology)
Three‐step cascade : Oxazepine derivatives were efficiently prepared from O‐propargylic oximes and dipolarophiles through copper‐catalyzed cascade reactions which proceed through a 2,3‐rearrangement, [3+2] cycloaddition, and subsequent 1,3‐oxygen rearrangement. The process involves the cleavage of CO and NO bonds.