Copper‐Catalyzed Cross‐Coupling of Thiols, Alcohols, and Oxygen for the Synthesis of Esters. Issue 3 (8th December 2014)

• Record Type: Journal Article
• Authors: Lim, Seungyeon; Ji, Miran; Wang, Xi; Lee, Chan; Jang, Hye‐Young
• Is Part Of: European journal of organic chemistry. Issue 3(2015)
• Page Start: 591
• Page End: 595
• Publication Date: 2014-12-08
• Subjects: Synthetic methods -- Oxidation -- Desulfurization -- Thiols -- Esters -- Copper; Chemistry, Organic -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1002/ejoc.201403311
• Languages: English
• ISSNs: 1434-193X

Abstract

Abstract: Copper‐catalyzed, one‐pot, three‐component coupling reactions using thiols, alcohols, and oxygen to form a variety of esters in good yields were studied. In the presence of easily oxidized benzylic and allylic alcohols, thiols were selectively oxidized to form thionoesters, which underwent facile S/O exchange to afford esters. Thiols may be used as an alternative benzoyl source under mild aerobic conditions. Abstract : Copper‐catalyzed coupling of thiols, alcohols, and oxygen provided a variety of esters through S/O exchange of thionoester intermediates