Microwave-assisted synthesis of (aminomethylene)bisphosphine oxides and (aminomethylene)bisphosphonates by a three-component condensation

• Erika Bálint,
• Ádám Tajti,
• Anna Dzielak,
• Gerhard Hägele and
• György Keglevich

Beilstein J. Org. Chem. 2016, 12, 1493–1502, doi:10.3762/bjoc.12.146

• with triethyl orthoformate, and 2 equivalents of diphenylphosphine oxide (Scheme 6, Table 2). The MW-assisted reactions were performed at 150 °C for 1 h under solvent- and catalyst-free conditions, and the (dialkylaminomethylene)bisphosphine oxides 2a–g were obtained in yields of 60–85% after column

• case of dibutyl phosphite, a 15-fold excess was sufficient (Table 6, entries 5 and 10). Conclusion In summary, we have developed a facile, solvent- and catalyst-free MW-assisted method for the synthesis of (aminomethylene)bisphosphine oxides (AMBPOs) and (aminomethylene)bisphosphonates by the

Multicomponent reactions: A simple and efficient route to heterocyclic phosphonates

• Mohammad Haji

Beilstein J. Org. Chem. 2016, 12, 1269–1301, doi:10.3762/bjoc.12.121

• catalyst-free conditions at 80 °C afforded (3R,1'S)-isoindolin-1-one-3-phosphonates 57 and (3S,1'S)-isoindolin-1-one-3-phosphonates 58. The best results concerning yield and selectivity were obtained with (S)-methylbenzylamine that furnished isoindolin-1-one-3-phosphonates 57 and 58 in 75% yields and a 95

• )phosphonates 98 in the presence of various Lewis acids (Scheme 22) [47][48]. This reaction, under catalyst-free conditions or in the presence of Lewis acids such as FeCl3, CBr4, In(OTf)3, Bi(OTf)3, and Yb(OTf)3, exclusively yielded the acyclic α-aminophosphonates 99. However, the reaction in the presence of

• ]. The desired phosphono-substituted pyrroles were isolated in 41–87% yield under solvent and catalyst-free conditions. Kaboudin et al. described a three-component, catalyst-free decarboxylative coupling of proline (296) with aldehydes 297 and dialkyl phosphonates to afford pyrrolidinylphosphonates 300

Synthesis of bi- and bis-1,2,3-triazoles by copper-catalyzed Huisgen cycloaddition: A family of valuable products by click chemistry

• Zhan-Jiang Zheng,
• Ding Wang,
• Zheng Xu and
• Li-Wen Xu

Beilstein J. Org. Chem. 2015, 11, 2557–2576, doi:10.3762/bjoc.11.276

• chose N-propargylpropiolamide 32 as the substrate and found the alkyne group with neighboring electron-withdrawing amide carbonyl was reacting exclusively with the organic azide under catalyst-free reaction conditions (with or without a solvent at room temperature) to give the mono-triazole intermediate

Easy access to heterobimetallic complexes for medical imaging applications via microwave-enhanced cycloaddition

• Nicolas Desbois,
• Sandrine Pacquelet,
• Adrien Dubois,
• Clément Michelin and
• Claude P. Gros

Beilstein J. Org. Chem. 2015, 11, 2202–2208, doi:10.3762/bjoc.11.239

• convenient and rapid access to bimetallic building blocks, opening the door for a wide range of applications in medical imaging. In some cases, the requirement of a metal catalyst can be a complication. Therefore, we actually focus our researches on the development of catalyst-free click reactions using, e.g

Aerobic addition of secondary phosphine oxides to vinyl sulfides: a shortcut to 1-hydroxy-2-(organosulfanyl)ethyl(diorganyl)phosphine oxides

• Svetlana F. Malysheva,
• Alexander V. Artem’ev,
• Nina K. Gusarova,
• Nataliya A. Belogorlova,
• Alexander I. Albanov,
• C. W. Liu and
• Boris A. Trofimov

Beilstein J. Org. Chem. 2015, 11, 1985–1990, doi:10.3762/bjoc.11.214

• phosphine oxides to vinyl sulfides under solvent- and catalyst-free conditions, which provides an efficient approach to hitherto unknown 1-hydroxy-2-(organosulfanyl)ethyl(diorganyl)phosphine oxides in one step. The synthesized phosphine oxides, bearing hydroxy and sulfide functions, represent prospective

• Supporting Information File 2 and is also available on request from the Cambridge Crystallographic Data Centre as deposition 1046604. Non-catalyzed addition of P–H species to alkenes. Addition of secondary phosphine sulfide to vinyl sulfide under aerobic catalyst-free conditions. Putative mechanism. The

Recent advances in the electrochemical construction of heterocycles

• Robert Francke

Beilstein J. Org. Chem. 2014, 10, 2858–2873, doi:10.3762/bjoc.10.303

• approach proceeds reagent- and catalyst-free. Both electron-rich and electron-deficient olefins can be efficiently converted. The electrolysis is carried out under potentiostatic conditions in a divided cell at room temperature using a platinum working electrode. A mixture of triethylamine and glacial

A catalyst-free multicomponent domino sequence for the diastereoselective synthesis of (E)-3-[2-arylcarbonyl-3-(arylamino)allyl]chromen-4-ones

• Pitchaimani Prasanna,
• Pethaiah Gunasekaran,
• Subbu Perumal and
• J. Carlos Menéndez

Beilstein J. Org. Chem. 2014, 10, 459–465, doi:10.3762/bjoc.10.43

• Madrid, Spain 10.3762/bjoc.10.43 Abstract The three-component domino reactions of (E)-3-(dimethylamino)-1-arylprop-2-en-1-ones, 3-formylchromone and anilines under catalyst-free conditions afforded a library of novel (E)-3-(2-arylcarbonyl-3-(arylamino)allyl)-4H-chromen-4-ones in good to excellent yields

α-Bromodiazoacetamides – a new class of diazo compounds for catalyst-free, ambient temperature intramolecular C–H insertion reactions

• Åsmund Kaupang and
• Tore Bonge-Hansen

Beilstein J. Org. Chem. 2013, 9, 1407–1413, doi:10.3762/bjoc.9.157

• ]. In terms of their application in synthesis, the need for prolonged heating may have narrowed the substrate scope of thermolysis reactions considerably, contributing to the limited number of reports of catalyst-free thermolyses of diazo compounds in the literature. In comparison, the capability of the

A one-pot catalyst-free synthesis of functionalized pyrrolo[1,2-a]quinoxaline derivatives from benzene-1,2-diamine, acetylenedicarboxylates and ethyl bromopyruvate

• Mohammad Piltan,
• Loghman Moradi,
• Golaleh Abasi and
• Seyed Amir Zarei

Beilstein J. Org. Chem. 2013, 9, 510–515, doi:10.3762/bjoc.9.55

• Mohammad Piltan Loghman Moradi Golaleh Abasi Seyed Amir Zarei Department of Chemistry, Sanandaj Branch, Islamic Azad University, Sanandaj, Iran Department of Chemistry, University of Kurdistan, Sanandaj, Iran 10.3762/bjoc.9.55 Abstract The catalyst-free multicomponent reaction of 1,2

• acetylenedicarboxylates in the presence of ethyl bromopyruvate provides a simple, catalyst-free one-pot entry to the synthesis of pyrrolo[1,2-a]quinoxaline derivatives having potential synthetic and pharmacological interest. The simplicity of the present procedure makes it an interesting alternative to other approaches

Iron-containing mesoporous aluminosilicate catalyzed direct alkenylation of phenols: Facile synthesis of 1,1-diarylalkenes

• Satyajit Haldar and
• Subratanath Koner

Beilstein J. Org. Chem. 2013, 9, 49–55, doi:10.3762/bjoc.9.6

• phenol and phenylacetylene was performed until 22% conversion was observed (monitored by GC analysis) and then the catalyst was separated by simple centrifugation under the hot conditions. No conversion in the “catalyst-free centrifugate” was observed upon further heating for 12 hours. Another most

Catalyst-free and solvent-free Michael addition of 1,3-dicarbonyl compounds to nitroalkenes by a grinding method

• Zong-Bo Xie,
• Na Wang,
• Ming-Yu Wu,
• Ting He,
• Zhang-Gao Le and
• Xiao-Qi Yu

Beilstein J. Org. Chem. 2012, 8, 534–538, doi:10.3762/bjoc.8.61

• yields by a grinding method under catalyst- and solvent-free conditions. Keywords: catalyst-free; grinding; Michael addition; solvent-free; Introduction Nowadays, chemists are vigorously taking on the challenge of developing green synthetic methodologies to meet the criteria of sustainable

• [22], a transition-metal-free process for the synthesis of substituted dihydrofurans [23] and a catalyst-free tandem reaction for the synthesis of 5-hydroxy-1,5-dihydro-2H-pyrrol-2-ones in aqueous medium [24]. Recently, when carrying out the reaction of β-nitrostyrene with 1,3-cyclopentanedione under