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Copper‐Catalyzed Intramolecular Oxidative 6 ‐exo‐ trig Cyclization of 1,6‐Enynes with H 2 O and O 2
Author(s) -
Wang ZhiQiang,
Zhang WenWu,
Gong LuBin,
Tang RiYuan,
Yang XuHeng,
Liu Yu,
Li JinHeng
Publication year - 2011
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.201104082
Subject(s) - intramolecular force , catalysis , enyne , chemistry , dimethylacetamide , molecular oxygen , copper , oxygen , oxidative phosphorylation , combinatorial chemistry , computer science , stereochemistry , organic chemistry , biochemistry , solvent
The novel CuCl 2 ‐catalyzed title reaction of enynes has been developed for synthesizing substituted naphthoquinones (see scheme; DMA=dimethylacetamide). The method represents the first example of a copper‐catalyzed enyne oxidative cyclization for constructing 1,4‐naphthoquinones by the incorporation of two oxygen atoms into the organic framework from molecular oxygen and water.