Sonogashira cross-coupling reactions of 3, 5-dibromo-2, 6-dichloropyridine. Issue 6 (24th January 2017)

• Record Type: Journal Article
• Authors: Reimann, Sebastian; Ehlers, Peter; Ohlendorf, Lars; Langer, Peter
• Is Part Of: Organic & biomolecular chemistry. Volume 15:Issue 6(2017)
• Page Start: 1510
• Page End: 1520
• Publication Date: 2017-01-24
• Subjects: Chemistry, Organic -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1039/c6ob02264b
• Languages: English
• ISSNs: 1477-0520

Abstract

Abstract : Polyalkynylated pyridines were obtained by chemoselective Sonogashira reactions which are not accessible by other methods. Abstract : A new method for the chemoselective synthesis of alkynylpyridines from 3, 5-dibromo-2, 6-dichloropyridine has been developed. Optimized conditions give access to a variety of mono-, di-, tri- and tetraalkynylated pyridines in good yields. Interestingly, the employment of 3, 5-dibromo-2, 6-dichloropyridine as a starting material led to the opposite regioisomers of dialkynylated pyridines as compared to the application of 2, 3, 5, 6-tetrachloropyridine.