An Approach to Nonsymmetric Bis(tertiary phosphine oxides) Comprising Heterocyclic Fragments via the Pd-Catalyzed Phosphorylation

Autor:	Nataliya N. Borisova, Dmitrii Yu. Mladentsev, Gladis G. Zakirova
Rok vydání:	2020
Předmět:	Phosphine oxide chemistry.chemical_compound chemistry Organic Chemistry Polymer chemistry Pyridine Quinoline Halogenation Imidazole chemistry.chemical_element Thiazole Phosphine Palladium
Zdroj:	Synlett. 31:1833-1837
ISSN:	1437-2096 0936-5214
DOI:	10.1055/s-0040-1706419
Popis:	Nonsymmetric tertiary phosphine oxides with different five- and six-membered heterocyclic fragments such as pyridine, 2,2′-bipyridine, 1,10-phenantroline, quinoline, imidazole, and thiazole were synthesized in good yields via the successive introduction of phosphine oxide groups into the initial dihalogenated heterocycles by means of Pd-catalyzed phosphorylation reaction. The synthesis of pyridine-type compounds is hindered by competing double coupling, while for five-membered heterocycles the principal difficulty is the dehalogenation. Both side processes were successfully suppressed by the use of an excess of a dihalide (which can be easily recovered during the product purification step), proper phosphine ligand for palladium, and nonpolar solvent such as toluene.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::6207a3aa1fb747fafcee63188e998514 https://doi.org/10.1055/s-0040-1706419 Zobrazit plný text záznamu