1, 1-Dibromoalkenes as versatile reagents to a transition metal-free and stereoselective synthesis of (E)-1-bromo-1-selenoalkenes and ketene selenoacetals. Issue 37 (14th September 2016)

• Record Type: Journal Article
• Authors: Webber, Rodrigo; Peglow, Thiago J.; Nobre, Patrick C.; Barcellos, Angelita M.; Roehrs, Juliano A.; Schumacher, Ricardo F.; Perin, Gelson
• Is Part Of: Tetrahedron letters. Volume 57:Issue 37(2016)
• Page Start: 4128
• Page End: 4132
• Publication Date: 2016-09-14
• Subjects: Organoselenium compounds -- Ketene selenoacetals -- (E)-Vinyl selenides -- Metal-free -- 1, 1-Dibromo-1-alkenes; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tetlet.2016.07.018
• Languages: English
• ISSNs: 0040-4039

Abstract

Graphical abstract: Highlights: 1, 1-Dibromoalkenes as versatile reagents to synthesis of selenoalkenes. Metal-free and selective method for the synthesis of ( E )-1-bromo-1-selenoalkenes. Metal-free and selective method for the synthesis of ketene selenoacetals. Abstract: We describe here a metal-free and selective method for the synthesis of ( E )-1-bromo-1-seleno alkenes and ketene selenoacetals by a stoichiometric and temperature-controlled reaction. These protocols employ a diverse array of 1, 1-dibromoalkenes and different diaryl diselenides to afford the corresponding products in good yields and in a short reaction time.