71067-27-1Relevant articles and documents
Cleavage of 1,3-dicarbonyls through oxidative amidation
Biallas, Phillip,H?ring, Andreas P.,Kirsch, Stefan F.
supporting information, p. 3184 - 3187 (2017/04/21)
A mild and convenient protocol for the oxidative cleavage of 1,3-diketone compounds is described. Under metal-free conditions, the method converts the 1,3-dicarbonyls into amides when treated with (nBu4N)N3 and iodine in the presence of an amine at room temperature. Using this method, a range of 1,3-dicarbonyls with various structural motifs including sterically demanding substituents and ordinary functional groups were easily fragmented, and it is demonstrated that cyclic 1,3-dicarbonyls can be directly transformed into acyclic diamides through ring-opening. Initial mechanistic studies show that diazidation of the enol form is followed by nucleophilic substitution with the amine.
Microwave-assisted preparation of amides using a stable and reusable mesoporous carbonaceous solid acid
Luque, Rafael,Budarin, Vitaly,Clark, James H.,MacQuarrie, Duncan J.
experimental part, p. 459 - 461 (2010/04/22)
An efficient and green microwave assisted protocol to prepare amides from amines via N-acylation using acidic polysaccharide derived mesoporous materials provides quantitative yields of amides in short reaction times.
Reactions of amines with N-hydroxy-, N-(2,3-epoxypropoxy)succinimide and naphthalimide
Ranadive, V. B.,Samant, S. D.
, p. 102 - 106 (2007/10/02)
N-Hydroxynaphthalimide (1) and N-hydroxysuccinimide (2) have been prepared. 1 is stable towards alkali, while 2 undergoes hydrolysis at room temperature in the presence of alkali. 1 reacts with amines to form only the salts while 2 reacts with an equivalent amount of primary aliphatic amine to form monoamide of succinamic acid and with an excess of a primary aliphatic amine it forms diamide of succinic acid.It reacts with an aromatic primary amine, irrespective of its concentration, to form only the mono amide of succinamic acid.N-(2,3-Epoxypropoxy)naphthalimide (9) and -succinimide (13) have been prepared from 1 and 2, respectively. 9 on reaction with amines form N-(3-amino-2-hydroxypropoxy)naphthalimides (10). 13 reacts with secondary amines to form 1,3-bisamino-2-propanol, while with aniline it forms N-(3-phenylamino-2-hydroxypropoxy)succinimide.