Studies on the Lossen-type rearrangement of N-(3-phenylpropionyloxy) phthalimide and N-tosyloxy derivatives with several nucleophiles

Autor:	Toshiaki Yoshimura, Asako Ogasawara, Md. Chanmiya Sheikh, Hitoshi Abe, Shunsuke Takagi, Masayuki Ohira, Ryuta Miyatake, Hiroyuki Morita
Rok vydání:	2010
Předmět:	chemistry.chemical_classification Reaction mechanism Ketone medicine.drug_class Organic Chemistry Carboxamide Biochemistry Sulfone Phthalimide chemistry.chemical_compound chemistry Nucleophile Lossen rearrangement Drug Discovery medicine Organic chemistry Imide
Zdroj:	Tetrahedron. 66:2132-2140
ISSN:	0040-4020
DOI:	10.1016/j.tet.2010.01.074
Popis:	The reaction of N-(3-phenylpropionyloxy)phthalimide (1a) and N-tosyloxy (5a,b) derivatives with nucleophiles was examined and found to give the products via Lossen-type rearrangement. In order to obtain the scope of this reaction mechanism, further studies the reaction of several N-sulfonyloxyimide derivatives with various nucleophiles under similar conditions were carried out and found to afford the corresponding same types of products in high yields.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::5757c8a5aaa43a09bc6e361262e3fd1a https://doi.org/10.1016/j.tet.2010.01.074 Zobrazit plný text záznamu Full Text from ScienceDirect