ChemInform Abstract: Search for New Three‐, Four‐Component Petasis, Passerini, Hantzsch, Kabachnic—Fields, Ugi Reactions with Organic Compounds of Phosphorus, Arsenic, Antimony and Bismuth

Zhakenovich, Aibassov Erkin; Stepanovna, Yemelyanova Valentina; Vladimirovna, Shakieva Tatyana; Kuandykovich, Tussupbaev Nessipbay; Vladimirovich, Blagikh Evgeniy

doi:10.1002/chin.201501250

Cited by 2 publications

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“…The Petasis reaction, also referred to the boronic acid Mannich reaction, is a MCR that enables the preparation of amines and their derivatives such as α-amino acids which discovered by Nicos Petasis in 1993 . The reaction proceeds via an imine with the organic ligand of the boronic acid 78 acting as the nucleophile, similar to the role of the enolizable ketone component in the original Mannich reaction . The Petasis-3CR produces α-amino acid scaffolds with free carboxylic acid 79 , which can be further accompanied as a component in other MCRs, such as the Ugi reaction.…”

Section: Covalent Functionalization Through Multicomponent Reactionsmentioning

confidence: 99%

Materials Functionalization with Multicomponent Reactions: State of the Art

Afshari

Shaabani

2018

ACS Comb. Sci.

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The emergence of neoteric synthetic routes for materials functionalization is an interesting phenomenon in materials chemistry. In particular, the union of materials chemistry with multicomponent reactions (MCRs) opens a new avenue leading to the realm of highly innovative functionalized architectures with unique features. MCRs have recently been recognized as considerable part of the synthetic chemist's toolbox due to their great efficiency, inherent molecular diversity, atom and pot economy along with operational simplicity. Also, MCRs can improve E-factor and mass intensity as important green chemistry metrics. By rational tuning of the materials, as well as the MCRs, wide ranges of functionalized materials can be produced with tailorable properties that can play important roles in the plethora of applications. To date, there has not reported any exclusive review of a materials functionalization with MCRs. This critical review highlights the state-of-the-art on the one-pot functionalization of carbonaceous and siliceous materials, polysaccharides, proteins, enzymes, synthetic polymers, etc., via diverse kind of MCRs like Ugi, Passerini, Petasis, Khabachnik-Fields, Biginelli, and MALI reactions through covalent or noncovalent manners. Besides the complementary discussion of synthetic routes, superior properties and detailed applicability of each functionalized material in modern technologies are discussed. Our outlook also emphasizes future strategies for this unprecedented area and their use as materials for industrial implementation. With no doubt, MCRs-functionalization of materials bridges the gap between materials science domain and applied chemistry.

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Section: Covalent Functionalization Through Multicomponent Reactionsmentioning

confidence: 99%

Materials Functionalization with Multicomponent Reactions: State of the Art

Afshari

Shaabani

2018

ACS Comb. Sci.

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“…IMCRs [ 38 , 42 , 43 , 44 , 45 , 46 , 47 , 48 , 49 , 50 ], alkyne-based [ 38 , 51 , 52 , 53 , 54 ] and C-H-acidic compound [ 55 , 56 , 57 , 58 , 59 , 60 ]-based MCRs in particular have a high potential to be very diverse. Many novel MCRs [ 57 , 58 , 59 , 60 , 61 , 62 , 63 , 64 , 65 , 66 , 67 , 68 , 69 , 70 , 71 , 72 , 73 ] have meanwhile become part of the range of syntheses, e.g., boron-mediated [ 62 , 66 ], photo-induced [ 67 ] and carbene-based MCRs [ 72 ] such as N-heterocyclic carbenes (NHCs). They all increase the application options for MCRs, such as MCR nanosystems and mechanochemical reactions [ 65 ].…”

Section: Multicomponent Reactions (Mcrs)mentioning

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

Molecules

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Several novel methods, catalysts and reagents have been developed to improve organic synthesis. Synergistic effects between reactions, reagents and catalysts can lead to minor heats of reaction and occur as an inherent result of multicomponent 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, fulfilling the rules of Green Chemistry. 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-cost materials, drugs and compound libraries.

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ChemInform Abstract: Search for New Three‐, Four‐Component Petasis, Passerini, Hantzsch, Kabachnic—Fields, Ugi Reactions with Organic Compounds of Phosphorus, Arsenic, Antimony and Bismuth

Cited by 2 publications

References 0 publications

Materials Functionalization with Multicomponent Reactions: State of the Art

Materials Functionalization with Multicomponent Reactions: State of the Art

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

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