1174302-46-5Relevant academic research and scientific papers
Beyond conventional routes, an unprecedented metal-free chemoselective synthesis of anthranilate esters via a multicomponent reaction (MCR) strategy
Sarkar, Satavisha,Khan, Abu T.
supporting information, p. 12673 - 12676 (2015/08/06)
A hitherto unreported route for the synthesis of anthranilate esters is demonstrated using 2-nitrobenzaldehyde, malonitrile and an alcohol or amine via a metal and oxidant free multicomponent reaction (MCR) strategy. This process simultaneously installs an ester and urea or urethane functionality via CO and CN bond formations via concurrent oxidation of the aldehyde group and reduction of the nitro group involving an intramolecular redox process.
One-pot efficient synthesis of N α-urethane-protected β- And γ-amino acids
Cal, Marta,Jaremko, Mariusz,Jaremko, Lukasz,Stefanowicz, Piotr
, p. 1085 - 1091 (2013/07/05)
1-[(4-Methylphenyl)oxy]pyrrolidine-2,5-dione and 1-[(4-methylphenyl)oxy] piperidine-2,6-dione react in a Lossen-type reaction with primary alcohols in the presence of triethylamine to furnish corresponding N α- urethane-protected β-alanine and γ-aminopropionic acid (GABA), respectively, with excellent yields and purities, in an essentially "one-pot" procedure.
Studies on the Lossen-type rearrangement of N-(3-phenylpropionyloxy) phthalimide and N-tosyloxy derivatives with several nucleophiles
Chanmiya Sheikh,Takagi, Shunsuke,Ogasawara, Asako,Ohira, Masayuki,Miyatake, Ryuta,Abe, Hitoshi,Yoshimura, Toshiaki,Morita, Hiroyuki
supporting information; experimental part, p. 2132 - 2140 (2010/04/26)
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.
Lossen-type rearrangement products in the reaction of N-(phthalimidoyloxy)-3-phenylpropionate and -tosylate with benzyl alcohol
Takagi, Shunsuke,Sheikh, Chanmiya,Ogasawara, Asako,Ohira, Masayuki,Abe, Hitoshi,Morita, Hiroyuki
experimental part, p. 1433 - 1438 (2009/12/24)
This paper reports the reaction of N-(phthalimidoyloxy)-3-phenylpropionate (2a) and -tosylate (6) with benzyl alcohol as a nucleophile to afford the products via Lossen-type rearrangement. To study the scope of this reaction mechanism, we also studied the
