Hydrazidohydroxylation of Styrenes with N-Acetylaminophthalimide Using Phenyliodine(III) Bis(trifluoroacetate) (PIFA)

Autor:	Kousuke Murata, Setsuo Saito, Takeshi Sakamoto, Masato Tsukamoto, Yasuo Kikugawa
Rok vydání:	2008
Předmět:	chemistry.chemical_compound chemistry Yield (chemistry) Organic Chemistry Hydrazine Regioselectivity Nitrenium ion Hydrate Medicinal chemistry Catalysis Phenyliodine(III) bis(trifluoroacetate) Styrene
Zdroj:	Synthesis. 2008:32-38
ISSN:	1437-210X 0039-7881
DOI:	10.1055/s-2007-1000819
Popis:	Regioselective hydrazidohydroxylation of styrenes with N-acetylaminophthalimide using phenyliodine(III) bis(trifluoroacetate) was carried out to afford 1-aryl-2-( N-acetyl- N-phthalimido)aminoethyl trifluoroacetates in high yields. The procedure is operationally simple and removal of trifluoroacetyl and phthalimido groups was performed by treatment of the trifluoroacetate with hydrazine hydrate in good yield. A synthetic study and a mechanistic proposal for the hydrazidohydroxylation are presented.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::c08612433a8281743a0bcb0649f629af https://doi.org/10.1055/s-2007-1000819 Zobrazit plný text záznamu