Microwave-assisted synthesis of five-membered S-heterocycles

Kaur, Navjeet

doi:10.1007/s13738-013-0325-2

Cited by 46 publications

(5 citation statements)

References 121 publications

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“…Por tal motivo, en los últimos años se han planteado nuevas estrategias que involucran el uso de catalizadores ácidos de Lewis o empleando catálisis básica mediante aminas [25]- [27]. Por otro lado, la utilización de la irradiación por microondas (MW) ha permitido mejoras significativas en los porcentajes de rendimiento y cortos tiempos de reacción [28], [29], específicamente para la síntesis de N-acilendiaminas [30], [31], amidas monosustituidas [32], amidas N-heterocíclicas [33], entre otras.…”

Section: Introductionunclassified

Síntesis y actividad antifúngica in vitro frente a Fusarium oxysporum de amidas N-alquilsustituidas derivadas de 2-aminoácidos

Borrego-Muñoz,

Quiroga,

Coy-Barrera

2023

Rev. Colomb. Quim.

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Una serie de amidas N-alquilsustituidas 1-16 fueron sintetizadas a partir de malonato de dietilo y ésteres de alquilo derivados de los aminoácidos ʟ-triptófano, ʟ-alanina, ʟ-fenilalanina y ʟ-tirosina. Los métodos de síntesis empleados involucraron calentamiento por irradiación de microondas empleando tanto un ácido de Lewis (AlCl3) o 4-dimetilaminopiridina (DMAP) como catalizador y auxiliar nucleofílico, respectivamente. Los resultados sugieren que el uso de irradiación de microondas y de DMAP conlleva mejores rendimientos en un tiempo de reacción más corto. Para ilustrar las diferencias observadas, se presentan las propuestas mecanísticas de cada método de reacción para la formación de amidas N-alquilsustituidas. Finalmente, las amidas sintetizadas se evaluaron en condiciones in vitro frente a Fusarium oxysporum; mostraron actividad antifúngica a diferentes niveles (0,40 mM < IC50 < 29,1 mM), lo cual indicó que las variaciones de la actividad observada de este grupo de compuestos pueden deberse al efecto de la amida acíclica como bioisóstero no clásico de algunas fitoalexinas heterocíclicas.

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Section: Introductionunclassified

Síntesis y actividad antifúngica in vitro frente a Fusarium oxysporum de amidas N-alquilsustituidas derivadas de 2-aminoácidos

Borrego-Muñoz,

Quiroga,

Coy-Barrera

2023

Rev. Colomb. Quim.

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“…The increased environmental concerns needed the replacement of present methods with new more sustainable processes which used the ionic liquids in place of organic catalysts and solvents [16][17][18][19][20][21][22][23][24][25]. Ionic Liquids (ILs), as a class of molten salts, are composed entirely of ions and their melting point is around or below 100°C [26][27][28][29][30][31][32][33][34][35][36]. Due to short reaction times, mild reaction conditions, better yields, easy recyclability thermally stable, non-flammable character with negligible vapor pressure, adjustable miscibility with organic substrates and tunable solvating ability ionic liquids (ILs) have attracted the attention of organic chemists [37][38][39][40][41][42][43][44][45][46][47][48][49].…”

Section: Introductionmentioning

confidence: 99%

Green Synthesis of Chalcone Derivatives Using Chalcones as Precursor

Dhadda¹,

Goswami²,

Sharma³

2022

Green Chemistry - New Perspectives

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Recently, the use of green methodologies like sonication, use of ionic liquids, etc. attracted the attention of researchers in the field of organic synthesis as they have advantages such as mild reaction conditions, environmentally benign procedures, etc. Herein, this chapter highlights some recyclable ionic liquids (ILs) catalyzed ring closure reactions of chalcones to obtain several heterocyclic rings viz.; pyrazoles, pyrans, pyrimidines under ultrasonification. These reactions have very important features i.e., short routine, high yields, being environmentally friendly, high functional group tolerance, formation of a single product, high atom economy, high yielding, no need for column purification, etc. The various synthesized compounds were prepared in optimized reaction conditions in good to efficient yields. Analytical and spectral (FTIR, 1H, and 13C NMR) techniques were employed for the structural elucidation of the synthesized compounds. The ionic liquids used in the synthesis are recycled and reused several times.

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“…Therefore, the chemical reactivity and chemical properties like redox potentials change. The redox chemistry broadened with this photochemical electron transfer . The reactive intermediates were produced as a result of this electron transfer.…”

Section: Introductionmentioning

confidence: 99%

Synthesis of Three‐Membered and Four‐Membered Heterocycles with the Assistance of Photochemical Reactions

Kaur

2019

Journal of Heterocyclic Chem

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in Wiley Online Library (wileyonlinelibrary.com).Some transformations are not possible with ground-state reactions even in the presence of a catalyst; hence, they are performed under photochemical conditions. Electron transfer occurred even with the photochemical excitement of one molecule where redox reaction is not possible at the ground state. The side products were obtained from ground-state reactions. For C─C bond formation during photochemical reactions, there was no requirement of any chemical activation of the substrates. Therefore, these reactions are presented here for the synthesis of three-membered and four-membered heterocycles in the context of sustainable processes.

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Microwave-assisted synthesis of five-membered S-heterocycles

Cited by 46 publications

References 121 publications

Síntesis y actividad antifúngica in vitro frente a Fusarium oxysporum de amidas N-alquilsustituidas derivadas de 2-aminoácidos

Síntesis y actividad antifúngica in vitro frente a Fusarium oxysporum de amidas N-alquilsustituidas derivadas de 2-aminoácidos

Green Synthesis of Chalcone Derivatives Using Chalcones as Precursor

Synthesis of Three‐Membered and Four‐Membered Heterocycles with the Assistance of Photochemical Reactions

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