Synthesis and Characterization of 2,5-Bis(2-pyridyl)thiophene

Autor:	Samir A. Al-Taweel
Rok vydání:	2002
Předmět:	Trimethylsilyl Organic Chemistry Biochemistry Medicinal chemistry Trimethylsilylacetylene Chloride Sodium sulfide Inorganic Chemistry chemistry.chemical_compound chemistry Pyridine Thiophene medicine Organic chemistry Triphenylphosphine Triethylamine medicine.drug
Zdroj:	Phosphorus, Sulfur, and Silicon and the Related Elements. 177:1041-1045
ISSN:	1563-5325 1042-6507
DOI:	10.1080/10426500211734
Popis:	2-[2-(Trimethylsilyl)ethynyl] pyridine ( 6 ) was prepared in 95% yield by reaction of 2-bromopyridine with trimethylsilylacetylene in triethylamine in the presence of bis(triphenylphosphine)Palladium(II) chloride and Copper(I) iodide. Desilylation of ( 6 ) by refluxing with sodium hydroxide in methanol (yield 95%) of 2-ethynylpyridine ( 5 ). Oxidative coupling of ( 5 ) in pyridine by oxygen in the presence of Copper(I) chloride gives 70% yield of 1,4-bis(2-pyridyl)1,3-butadiyne ( 4 ). Reaction of 4 with sodium sulfide affords 100% of 2,5-bis(2-pyridyl) thiophene ( 1 ).
Databáze:	OpenAIRE
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