On the mechanism of nucleophilic substitution of allenyl(aryl)iodine(III): Formation of propargyl cation and competition with sigmatropic rearrangement

Autor:	Michio Kida, Masahito Ochiai, Tadashi Okuyama
Rok vydání:	1998
Předmět:	chemistry.chemical_compound chemistry Aryl Organic Chemistry Drug Discovery Propargyl Nucleophilic substitution chemistry.chemical_element Sigmatropic reaction Photochemistry Iodine Biochemistry Medicinal chemistry
Zdroj:	Tetrahedron Letters. 39:6207-6210
ISSN:	0040-4039
Popis:	The ratios of nucleophilic substitution versus [3,3] sigmatropic rearrangement for the collapse of allenyl(aryl)-iodine(III), generated from the reaction of aryliodanes with propargylsilanes in the presence of BF3Et2O in alcohols, were determined. A proposed mechanism involves generation of propargyl cations from the allenyliodine(III) via a unimolecular pathway.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::31a7cb5ea538647b96485bfa37493f05 https://doi.org/10.1016/s0040-4039(98)01276-3 Zobrazit plný text záznamu Full Text from ScienceDirect