Microwave Multicomponent Synthesis

Hügel, Helmut

doi:10.3390/molecules14124936

Cited by 117 publications

(43 citation statements)

References 62 publications

(59 reference statements)

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“…[91][92] Isaindigotone was prepared [93] in a two stage MW-assisted one-pot reaction. Anthranilic acid, 4-(tert-butoxycarbonylamino)butyric acid with P(OPh) 3 The pyrroloquinazolinoquinoline alkaloids Luotonin A and B were isolated recently from the aerial parts of Peganum nigellastrum, a plant that has been used against rheumatism, abscesses and inflammation in Chinese traditional medicine.…”

Section: Synthesis Of Fused Quinazolinesmentioning

confidence: 99%

Review of Microwave-Assisted Synthesis of Benzo-Fused Six-MemberedN,N-Heterocycles

Kaur

2014

Synthetic Communications

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The development of new strategies for synthesis of fused heterocycles has remained a highly attractive but challenging proposition. An overview of the application of microwave irradiation in nitrogen containing benzo fused six-membered heterocyclic compounds synthesis is presented, focusing on the developments in the last 5-10 years.This contribution covers the literature concerning the total synthesis of benzo fused N,Nheterocycles.

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Section: Synthesis Of Fused Quinazolinesmentioning

confidence: 99%

Review of Microwave-Assisted Synthesis of Benzo-Fused Six-MemberedN,N-Heterocycles

Kaur

2014

Synthetic Communications

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“…Various forms of the energy can be transmitted by excitation of certain bonds such as carbonyl or hydroxy and amino functional groups via: Microwaves (MW) [38,[152][153][154][155], infrared (IR) [156] and ultrasound (US) [38,157]. They can cause rather substantial effects on the MCRs.…”

Section: Scheme 10 Postcondensation Cyclisations (Pccs) Of An Ugi-rementioning

confidence: 99%

Synergy Effects in the Chemical Synthesis and Extensions of Multicomponent Reactions (MCRs)—The Low Energy Way to Ultra-Short Syntheses of Tailor-Made Molecules

Eckert

2017

Preprint

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Synergistic effects between reactions, reagents and catalysts can lead to minor heats of reaction and occur as an inherent result of multi-component reactions (MCRs) and their extensions. They enable syntheses to be performed at a low energy level and the number of synthesis steps to be drastically reduced in comparison with 'classical' two-component reactions. The very high potential for variability, diversity and complexity of MCRs additionally generates an extremely diverse range of products, thus bringing us closer to the aim of being able to produce tailor-made and extremely low-priced materials, drugs and libraries.Keywords: multicomponent reaction; MCR; post condensation modification PCM; post condensation cyclisation PCC; MFCR; multifunction catalysis; variability; diversity; complexity; efficiency of synthesis. PrologueThe high discrepancy between traditional feasibility mania and rational efficiency assessment in chemical synthesis became immediately apparent to the author while working on his thesis and during everyday laboratory life. On the one hand, classic peptide synthesis with an inefficient, extremely high number of synthesis steps and on the other hand, elegant multicomponent reactions that can make such efforts unnecessary. This double strategy in chemical synthesis has given the author cause to reflect (Picture 2) on how to close this gap using a consistent procedure. Picture 2. Problem in chemical syntheses relating to terms of producibility, ecology and economy.

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“…A reação de Hantzch é uma reação multicomponente, onde os produtos formados são derivados de 1,4-di-hidropiridinas e apresentam ampla atividade biológica. 59 ferrocenocarboxaldeído, acetoacetato de etila e β-aminocrotonato, produzindo a di-hidropiridina 97 (Esquema 20).…”

Section: -Deutério-7-cloro-4-[(3-deutério-2-nn-dimetilaminometil)--unclassified

Síntese de heterociclos bioativos derivados do ferroceno

Pereira¹,

Venzke²,

Trossini³

2013

Quím. Nova

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Recebido em 9/10/11; aceito em 1/8/12; publicado na web em 28/11/12 SYNTHESIS OF BIOACTIVE HETEROCYCLIC FERROCENE DERIVATIVES. The discovery of ferrocene marked one of the points of departure for modern organometallic chemistry. In general, the compounds of ferrocene derivatives are widely applied in several areas. One of the most important applications of ferrocene is the development of more active drugs, especially in cases where there is resistance to current drugs. Bioactive agents containing ferrocene have proven effective in combating diseases such as cancer, malaria, HIV, Alzheimer and conditions caused by fungi and bacteria. In this context, the present paper aims to highlights the synthesis of heterocycles containing ferrocene moiety and their use in medicinal chemistry.Keywords: ferrocene; drugs; heterocycles. INTRODUÇÃOO ferroceno é uma substância organometálica do tipo sanduíche e foi sintetizado, acidentalmente, por Pauson e Kealy em 1951. Na busca pela síntese do fulvaleno, Pauson e Kealy promoveram a reação do ciclopentadieno e o reagente de Grignard formando o brometo de ciclopentadienilmagnésio e, em seguida, adicionaram o cloreto férrico obtendo uma substância de coloração vermelho-alaranjado de notável estabilidade, o ferroceno (Esquema 1). 1 Entretanto, a estrutura confirmada da substância foi apresentada somente mais tarde, em duas publicações independentes: uma por Fischer e Pfab; a outra por Wilkinson, Rosenblum, Whiting e Woodward. Posteriormente, a substância foi denominada de ferroceno por Woodward.1-3 A descoberta do ferroceno impulsionou as pesquisas de compostos organometálicos.4 O grupamento ferroceno exibe interessantes propriedades químicas e ao ser inserido em estruturas orgânicas pode produzir derivados com importantes aplicações e, além disso, apresenta baixo custo.5-7 O ferroceno apresenta propriedades de oxirredução, ou seja, é capaz de sofrer oxidação reversível, ocorrendo a geração de espécie, cátion-radical como mostrado no Esquema 2. O ferroceno obedece a regra dos 18 elétrons e, desse total, 12 elétrons encontram-se em orbitais ligantes e os outros 6 em orbitais não ligantes. Os elétrons não ligantes determinam propriedades importantes do ferroceno como seu potencial redox, além de outras propriedades químicas. 8Uma das aplicações do ferroceno está baseada na sua capacidade de absorver radiação. Deste modo, um cromóforo de ferroceno confere uma coloração brilhante variando de amarelo-alaranjado a azul-esverdeado e esses produtos são firmemente fixados em vários materiais, incluindo produtos sintéticos. Tudo isso torna possível se empregar os derivados do ferroceno como corantes, materiais fotográficos e sensibilizadores de luz.9,10 Outra aplicação importante está baseada na habilidade do ferroceno e seus derivados de regular os processos de combustão, o que leva a possibilidades de uso como anti-incrustantes e agentes antidetonantes. Antibacterianos -aspectos gerais e derivados sintéticosDevido o uso indiscriminado dos antibacterianos, principalmente as penicilinas e...

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Microwave Multicomponent Synthesis

Cited by 117 publications

References 62 publications

Review of Microwave-Assisted Synthesis of Benzo-Fused Six-MemberedN,N-Heterocycles

Review of Microwave-Assisted Synthesis of Benzo-Fused Six-MemberedN,N-Heterocycles

Synergy Effects in the Chemical Synthesis and Extensions of Multicomponent Reactions (MCRs)—The Low Energy Way to Ultra-Short Syntheses of Tailor-Made Molecules

Síntese de heterociclos bioativos derivados do ferroceno

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Microwave Multicomponent Synthesis

Cited by 117 publications

References 62 publications

Review of Microwave-Assisted Synthesis of Benzo-Fused Six-MemberedN,N-Heterocycles

Review of Microwave-Assisted Synthesis of Benzo-Fused Six-MemberedN,N-Heterocycles

Synergy Effects in the Chemical Synthesis and Extensions of Multicomponent Reactions (MCRs)&mdash;The Low Energy Way to Ultra-Short Syntheses of Tailor-Made Molecules

Síntese de heterociclos bioativos derivados do ferroceno

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Synergy Effects in the Chemical Synthesis and Extensions of Multicomponent Reactions (MCRs)—The Low Energy Way to Ultra-Short Syntheses of Tailor-Made Molecules