Formation of upper rim acylated calix[4]arenes using a sacrificial zinc anode

Autor:	Alain Louati, Manuel Lejeune, Valérie Gabelica, Dominique Matt, Rame Vataj
Rok vydání:	2005
Předmět:	Chemistry Galvanic anode Organic Chemistry Inorganic chemistry Electrosynthesis Biochemistry Solvent Acylation chemistry.chemical_compound Acetyl chloride Drug Discovery Polymer chemistry Acetonitrile Palladium catalyst
Zdroj:	Tetrahedron Letters. 46:7499-7502
ISSN:	0040-4039
DOI:	10.1016/j.tetlet.2005.09.007
Popis:	A straightforward electrosynthetic method is described, which allows upper rim acylation of non- p -halogenated calix[4]arenes. For example, a solution of tetrapropoxycalix[4]arene 4 was electrolysed in the presence of ZnBr 2 in an undivided cell fitted with a sacrificial zinc anode using pure acetonitrile as solvent, yielding an organozinc species, which was then treated with acetyl chloride in the presence of a palladium catalyst to afford 5,11-diacetyl-25,26,27,28-tetrapropoxycalix[4]arene 5 in ca. 35% yield after workup.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::4e0421e48aa40893333b6d04ecd31435 https://doi.org/10.1016/j.tetlet.2005.09.007 Zobrazit plný text záznamu Full Text from ScienceDirect