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Palladium‐Catalyzed Carboxy‐Alkynylation of Propargylic Amines Using Carbonate Salts as Carbon Dioxide Source
Author(s) -
Greenwood Phillip D. G.,
Waser Jerome
Publication year - 2019
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201900500
Subject(s) - chemistry , catalysis , palladium , aryl , carbonate , caesium , alkynylation , yield (engineering) , carbon dioxide , stereoselectivity , alkyl , hydrogen , organic chemistry , medicinal chemistry , inorganic chemistry , materials science , metallurgy
A palladium‐catalyzed multicomponent reaction of propargylic amines, alkynyl bromides and cesium hydrogen carbonate to access oxazolidinones is reported. In contrast to previous reports, only a slight excess of cesium hydrogen carbonate is used as a surrogate of carbon dioxide. The reaction gives access to oxazolidinones bearing alkyl‐ and aryl polysubstituted enynes in good yield and very high E stereoselectivity.