14723-88-7Relevant academic research and scientific papers
Green synthesis of new chiral 1-(arylamino)imidazo-[2,1-a]isoindole-2,5-diones from the corresponding α-amino acid arylhydrazides in aqueous medium
Bouzayani, Nadia,Kra?em, Jamil,Marque, Sylvain,Kacem, Yakdhane,Carlin-Sinclair, Abel,Marrot, Jér?me,Hassine, Béchir Ben
supporting information, p. 2923 - 2930 (2018/12/13)
New chiral 1-(arylamino)imidazo[2,1-a]isoindole-2,5-dione derivatives were obtained in good to excellent yields via the cyclocondensation of 2-formylbenzoic acid and various α-amino acid arylhydrazides using water as the solvent in the presence of sodium
Synthesis of new chiral bis-imidazolidin-4-ones: Comparison between the classic method and green chemistry conditions
Bouzayani, Nadia,Talbi, Wassima,Marque, Sylvain,Kacem, Yakdhane,Hassine, Béchir Ben
, p. 229 - 239 (2018/07/05)
Novel bis-imidazolidin-4-ones were synthesized in moderate to good yields through the cyclocondensation of o-, m-and p-phthalaldehydes with various substituted phenylhydrazides. These nitrogenated cyclic compounds were prepared via green chemistry conditi
Enantioseparation of Sulfoxides and Nitriles by Inclusion Crystallization with Chiral Organic Salts Based on l-Phenylalanine
Kodama, Koichi,Kanai, Hayato,Shimomura, Yuki,Hirose, Takuji
supporting information, p. 1726 - 1729 (2018/04/24)
Enantioselective inclusion of aromatic sulfoxides and nitriles was achieved in a host framework created by organic salts comprising achiral benzoic acids and a chiral primary amine (1a) derived from l-phenylalanine. Tuning of the combined achiral acid component successfully changed the chiral recognition ability of the organic salts. The guest molecules were hydrogen-bonded to form three-component inclusion crystals, and the enantiomers of nitriles and sulfoxides were separated with high selectivity up to 92 and 98 % ee. As far as we know, this is the first example of the enantioseparation of non-functionalized aromatic nitriles.
Enantiopure Schiff bases of amino acid phenylhydrazides: Impact of the hydrazide function on their structures and properties
Bouzayani, Nadia,Marque, Sylvain,Djelassi, Brahim,Kacem, Yakdhane,Marrot, Jér?me,Ben Hassine, Béchir
, p. 6389 - 6398 (2018/04/23)
A rapid and eco-friendly synthesis of new enantiopure Schiff bases 5a-e was performed from various α-amino acid phenylhydrazides and 2-hydroxynaphthaldehyde using microwave or ultrasound irradiation in yields ranging from 57 to 75%. These imines were char
A convenient procedure for the synthesis of chiral 6,7-dihydroxy-1- phenylamino-dihydro-1H-pyrrolo[1,2-a]imidazole-2,5(3H,6H)-diones
Kacem, Yakdhane,Hassine, Bechir Ben
, p. 252 - 257 (2014/03/21)
The cyclocondensation reactions between l-α-amino acid phenylhydrazides and 2,3-O-isopropylidene-l-erythruronolactone in the presence of a catalytic amount of p-toluenesulfonic acid afforded diastereomerically pure (3S,6R,7R,7aS)-3-substituted-6,7-isoprop
Solvent-free synthesis of new chiral 3-phenylamino-3,5-dihydro-4h-imidazol- 4-one derivatives from α-amino acid phenylhydrazides
Kacem, Yakdhane,Hassine, Bechir Ben
, p. 197 - 207 (2014/02/14)
Enantiopure 2,5-disubstituted 3-phenylamino-3,5-dihydro-4Himidazol- 4-one derivatives were obtained in good to excellent yields by condensation of chiral α-amino acid phenylhydrazides and triethyl orthoesters in the presence of dry acetic acid as catalyst
New heterocycles from the reaction between some natural α-amino acid hydrazides and formaldehyde
Verardo, Giancarlo,Toniutti, Nicoletta,Gorassini, Andrea,Giumanini, Angelo G.
, p. 2943 - 2948 (2007/10/03)
The ring forming condensation between some natural α-amino acid phenylhydrazides (1) and aqueous formaldehyde (2) has opened a novel synthetic route to hexahydro-1,2,4-triazin-6-one derivatives (3). Polycyclic systems were obtained from the same reaction carried out with L-aspartic acid 1,4-bis(2-phenylhydrazide) (1d), L-histidine phenylhydrazide (1e) and L- tryptophan phenylhydrazide (1f) which gave perhydro-4,6-dioxo-2,8- diphenyl[1,2,4]triazino[4,5-d][1,2,4]triazepine (5) perhydro-1-oxo-3- phenylimidazo[5,4-d][1,2,4]triazino[4,5-a]pyridine (7) and 1,2,3-H-3-(2- phenylcarbazoyl)-β-carboline (8), respectively. Substrates 1 were conveniently obtained by direct reaction of phenylhydrazine with L-α-amino acid esters retaining the original chirality.
