81156-40-3Relevant academic research and scientific papers
A General Synthetic Route to Isomeric Pyrrolo[1,2- x][1,4]diazepinones
Zelina, Elena Y.,Nevolina, Tatyana A.,Sorotskaja, Ludmila N.,Skvortsov, Dmitry A.,Trushkov, Igor V.,Uchuskin, Maxim G.
, p. 11747 - 11757 (2018/09/21)
A simple one-pot method for the synthesis of isomeric pyrrolo[1,2-x][1,4]diazepinones in reasonable yields was developed. The method is based on the condensation of readily available N-Boc amino acids with biomass-derived furans containing aminoalkyl groups followed by deprotection, furan ring opening, and Paal-Knorr cyclization. Using this approach, we synthesized pyrrolo[1,2-a][1,4]diazepin-3(2H)-ones from furfurylamines and β-amino acids and pyrrolo[1,2-d][1,4]diazepin-4(5H)-ones from 2-(2-furyl)ethylamines and α-amino acids. The cytotoxicity of the synthesized pyrrolodiazepinones was studied.
Three-component synthesis of amidomethylarenes and -heteroarenes over HΒ zeolite under solvent-free conditions
Chevella, Durgaiah,Mameda, Naresh,Kodumuri, Srujana,Banothu, Rammurthy,Gajula, Krishna Sai,Kutepov, Boris Ivanovich,Nama, Narender
, p. 20 - 25 (2017/11/20)
A highly efficient and eco-friendly protocol has been described for the synthesis of amidomethylarenes and -heteroarenes via one-pot three-component coupling reaction of amides, aldehydes and (hetero)arenes over a heterogeneous catalyst (Hβ zeolite) in solvent-free conditions. The scope and limitations of this catalytic process are demonstrated with various amides and arenes and the corresponding amidoalkylated arene products were obtained in moderate to excellent yields. The preliminary mechanistic insight (control experiments) suggest that bisamide and/or N-(hydroxymethyl)benzamide are probable intermediates in this reaction. Moreover, the catalyst can be reused without any significant loss of the catalytic activity and only water is produced as by-product.
Synthesis of N -Acyl-5-aminopenta-2,4-dienals via base-induced ring-opening of N -acylated furfurylamines: Scope and limitations
Ouairy, Cecile,Michel, Patrick,Delpech, Bernard,Crich, David,Marazano, Christian
supporting information; experimental part, p. 4311 - 4314 (2010/09/04)
N-Acylation of furfurylamines provided 1, which on double deprotonation with LDA led to the formation of N-acyl-5-aminopenta-2,4-dienals 2 via an isomerization involving opening of the furan ring. The scope and limitations of the procedure were examined by considering the influence of substituents on the carbonyl group and also on the heterocycle moiety. The efficacy of the reaction was shown to be very dependent on the nature of these groups.
FORMATION AND REACTIVITY OF DILITHIATED N-FURFURYLBENZAMIDES. SYNTHESIS OF α-SUBSTITUTED N-FURFURYLBENZAMIDES
Ohno, Kosei,Machida, Minoru
, p. 4487 - 4488 (2007/10/02)
Dianion 3 can be efficiently and regioselectively generated from N-furfurylbenzamide with lithium diisopropylamide/tetrahydrofuran/-78 degC and react with various electrophiles to give α-substituted N-furfurylbenzamide derivatives in good yields.
