62155-27-5Relevant academic research and scientific papers
A novel [2 + 3] cycloaddition reaction: Singlet oxygen mediated formation of 1,3-dipole from iminodiacetic acid dimethyl ester and its addition to maleimides
Cheng,Gan,Shi,Wei
, p. 6369 - 6374 (2001)
Sensitized photolysis of iminodiacetic acid methyl ester and maleimides follows a [2 + 3] cycloaddition pathway yielding pyrrolidine derivatives. This is similar to the photochemical reaction between C60 and amines. A series of pyrrolidine derivatives are prepared by the method including multipyrrolidines from bis- and tris-maleimide starting materials. The yields range from 13% to 85%. The reaction is highly stereoselective. All the isolated products have the 1,3-dimethoxycarbonyl groups in the cis configuration. Various sensitizers may be used with slightly different yields. A plausible mechanism is proposed that involves the singlet oxygen abstraction of two α hydrogen atoms from the iminodiacetate and formation of a 1,3-dipole with a structure similar to the classical thermally generated 1,3-dipole.
Copper-Catalysed (Diacetoxyiodo)benzene-Promoted Aerobic Esterification Reaction: Synthesis of Oxamates from Acetoacetamides
Zhang, Zhiguo,Gao, Xiaolong,Yu, Haifeng,Zhang, Guisheng,Liu, Jianming
supporting information, p. 3406 - 3411 (2018/07/31)
A copper-catalysed (diacetoxyiodo)benzene-promoted aerobic esterification reaction of acetoacetamides was developed for the synthesis of oxamates, which are useful precursors in synthetic organic chemistry. This practical and mild synthetic approach proceeded at 25 °C under open-air conditions and afforded methyl 2-oxo-2-(phenylamino)acetates in good to excellent yields combined with C?C σ-bond cleavage and formal oxidative C?H bond functionalization. A mechanism is proposed. (Figure presented.).
Novel syntheses of oxamides, oxamates and oxalates from diisopropenyl oxalate
Neveux, Muriel,Bruneau, Christian,Lecolier, Serge,Dixneuf, Pierre H.
, p. 2629 - 2640 (2007/10/02)
Diisopropenyl oxalate, obtained by catalytic addition of oxalic acid to propyne, is a useful reagent for the access to a variety of α-dicarbonyl compounds such as oxamides, oxamates and oxalates, under very mild conditions.
DECOMPOSITION PRODUCTS OF HALONITROACETIC ACID DERIVATIVES
Yurtanov, A. I.
, p. 120 - 122 (2007/10/02)
The halonitro group O2NCHX of chloro- and bromonitroacetic acid derivatives underwent reduction to H2NCO upon boiling.The same derivatives decomposed to oxalic acid upon long storage.Likely chemical transformation pathways are discussed. Keywords: chloro- and bromonitroacetic acids, reduction, oxalic acid, amides.
Antibacterially active amides
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, (2008/06/13)
Carboxylic acid amides of formula (II): STR1 where R1 and R2 represent a variety of hydrocarbon or heterocyclic groups, possess antibacterial activity and antimycoplasmal activity and are therefore of value in the treatment of human and veterinary bacterial and mycoplasmal infections.
