81918-05-0Relevant academic research and scientific papers
Direct Synthesis of N-Acyl-N,O-hemiacetals via Nucleophilic Addition of Unactivated Amides and Their O-Acetylation: Access to α,α-Difunctionalized N-Acylimines
Asahara, Haruyasu,Inoue, Kanami,Tani, Shinki,Umezu, Kazuto,Nishiwaki, Nagatoshi
, p. 2817 - 2828 (2016)
A mild, metal-free synthesis of polyfunctionalized N-acyl-N,O-hemiacetals was developed via the nucleophilic addition of unactivated amides to ketones. The protocol demonstrated a wide substrate scope, with good isolated yields. Additionally, their O-acetylated products serve as a precursor of α,α-difunctionalized N-acylimines. An addition reaction of broad scope of nucleophiles to generate N-acylimines is also reported. (Figure presented.).
DERIVATIVES OF IMINOMALONIC ESTER
Prosyanik, A. V.,Fedoseenko, D. V.,Markov, V. I.
, p. 1494 - 1503 (2007/10/02)
The synthesis of (alkylimino)malonic esters was realized by the reaction of alkylamines with mesoxalic or dibromomalonic ester. (Halogenimino)malonic esters were obtained for the first time by the reaction of aminomalonic ester with tert-butyl hypochlorite or sodium hypobromite.A new method was developed for the synthesis of (acylimino)malonic esters by the successive bromination and dehydrobromination of (acylamino)malonic esters.The addition of various nucleophiles (water, amines, formamide) at the C=N bond of (acylimino)malonic esters was studied.
Reaction of Acylaminobromomalonates and Acylaminobromoacetates with Trialkylphosphites - A Simple Synthesis of Ethyl 2-Amino-2-(diethoxyphosphoryl)acetate
Kober, Reiner,Steglich, Wolfgang
, p. 599 - 609 (2007/10/02)
Depending on the reaction conditions acylaminobromomalonates 1 and trialkylphosphites yield either 5-alkoxyoxazoles 7, 2-malonates 8, or 2-acylamino-2-(dialkoxyphosphoryl)malonates 2.N-Acylglucin esters 9 can be converted in
