A stereoselective synthesis of (E)- or (Z)-β-arylvinyl halides via a borylative coupling/halodeborylation protocol. Issue 15 (15th February 2017)

• Record Type: Journal Article
• Authors: Szyling, Jakub; Franczyk, Adrian; Pawluć, Piotr; Marciniec, Bogdan; Walkowiak, Jędrzej
• Is Part Of: Organic & biomolecular chemistry. Volume 15:Issue 15(2017)
• Page Start: 3207
• Page End: 3215
• Publication Date: 2017-02-15
• Subjects: Chemistry, Organic -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1039/c7ob00054e
• Languages: English
• ISSNs: 1477-0520

Abstract

Abstract : A new highly selective method for the synthesis of ( E )-arylvinyl iodides and ( E )- or ( Z )-β-arylvinyl bromides from easily accessible styrenes and vinyl boronates, on the basis of a one-pot procedure via borylative coupling/halodeborylation is reported. Abstract : A new stereoselective method for the synthesis of ( E )-β-arylvinyl iodides and ( E )- or ( Z )-β-arylvinyl bromides from styrenes and vinyl boronates on the basis of a one-pot procedure via borylative coupling/halodeborylation is reported. Depending on the halogenating agent as well as the mode of the halodeborylation reaction, ( E ) or ( Z ) isomers are selectively formed.