Palladium‐Catalyzed Carboxy‐Alkynylation of Propargylic Amines Using Carbonate Salts as Carbon Dioxide Source. Issue 31 (31st May 2019)

• Record Type: Journal Article
• Authors: Greenwood, Phillip D. G.; Waser, Jerome
• Is Part Of: European journal of organic chemistry. Issue 31/32(2019)
• Page Start: 5183
• Page End: 5186
• Publication Date: 2019-05-31
• Subjects: Homogeneous catalysis -- Palladium -- Alkynes -- Heterocycles -- Carbon dioxide -- Multicomponent reactions; Chemistry, Organic -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1002/ejoc.201900500
• Languages: English
• ISSNs: 1434-193X

Abstract

Abstract : 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. Abstract : 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 surrogate of carbon dioxide.