Copper-Catalyzed Construction of Amide Linkages via Coupling between Unactivated Acids and Amines DOI
Sukalyan Bhadra, Ajijur Rahaman

Synlett, Год журнала: 2023, Номер 34(20), С. 2481 - 2485

Опубликована: Июль 31, 2023

Abstract Traditional amide linkage forming reactions by the coupling between an acid and amine rely primarily on triggering carboxylic counterpart with (over)stoichiometric activating agent(s) generate unacceptable quantity of nondisposable waste, leading to poor atom economy. Herein, we report efficient catalytic synthesis that proceeds through in situ activation form a reactive N-formyl species. The strategy gives expedient access array structurally varied amides, including dipeptides, from numerous genre acids amines without producing stoichiometric solid wastes.

Язык: Английский

Photochemical Synthesis of Lactones, Cyclopropanes and ATRA Products: Revealing the Role of Sodium Ascorbate** DOI Creative Commons

Marie Rrapi,

Charikleia S. Batsika,

Nikolaos F. Nikitas

и другие.

Chemistry - A European Journal, Год журнала: 2024, Номер unknown

Опубликована: Фев. 7, 2024

Abstract Light‐mediated processes have received significant attention, since they re‐surfaced unconventional reactivity platforms, complementary to conventional polar chemistry. γ‐Lactones and cyclopropanes are prevalent moieties, found in numerous natural products pharmaceuticals. Among various methods for their synthesis, light‐mediated protocols coming the spotlight, although these contingent upon use of photoorgano‐ or metal‐based catalysts. Herein, we introduce a novel photochemical activation iodo‐reagents via cheap sodium ascorbate ascorbic acid enable homolytic scission addition onto double bonds. The developed protocol was applied successfully formal [3+2] cycloaddition synthesis γ‐lactones, traditional atom transfer radical (ATRA) reactions one‐pot two‐step conversion alkenes cyclopropanes. In all cases, desired were obtained good high yields, while reaction mechanism thoroughly investigated. Depending on nature iodo‐reagent, halogen hydrogen‐bonded complex is formed, which initiates process.

Язык: Английский

Процитировано

12

Photochemical Aerobic Upcycling of Polystyrene Plastics DOI Creative Commons

Elpida Skolia,

Olga G. Mountanea, Christoforos G. Kokotos

и другие.

ChemSusChem, Год журнала: 2024, Номер 17(20)

Опубликована: Май 20, 2024

Although the introduction of plastics has improved humanity's everyday life, fast accumulation plastic waste, including microplastics and nanoplastics, have created numerous problems with recent studies highlighting their involvement in various aspects our lives. Upcycling plastics, conversion waste to high-added value chemicals, is a way combat that receiving increased attention. Herein, we describe novel aerobic photochemical process for upcycling real-life polystyrene-based into benzoic acid. A new employing thioxanthone-derivative, combination N-bromosuccinimide, under ambient air 390 nm irradiation capable polystyrene-derived products acid yields varying from 24-54 %.

Язык: Английский

Процитировано

9

Self-Neutralizing Citric Acid–Corn Starch Wood Adhesives DOI
Dandan Xu, Chunyin Li, A. Pizzi

и другие.

ACS Sustainable Chemistry & Engineering, Год журнала: 2024, Номер 12(35), С. 13382 - 13391

Опубликована: Авг. 20, 2024

Very acidic pHs are not allowed in wood adhesives. The development of new self-neutralizing adhesives has therefore become a priority. corn starch–citric acid adhesive (CACS) was developed recently to be an environmentally friendly biomass adhesive. In this work, we propose prepare starch using the CACS as matrix and morpholine/maleic (MM) morpholine/d-lactic (DM) neutralizing agents. results showed that MM additive is more effective than DM eliminating residual on glue line. When addition neutralizer 10%, pH system increased about 4.5 with stable water resistance, good durability, high bonding strength durability acceptable relevant standards could maintained. Structural analysis proved MA also involved esterification reaction (CS). Therefore, MM-CACS study potential replace traditional petroleum-based type

Язык: Английский

Процитировано

9

Photochemical Aerobic Upcycling of Polystyrene Plastics via Synergistic Indirect HAT Catalysis DOI Creative Commons
Olga G. Mountanea,

Elpida Skolia,

Christoforos G. Kokotos

и другие.

Chemistry - A European Journal, Год журнала: 2024, Номер 30(44)

Опубликована: Июнь 4, 2024

Abstract Plastic pollution constitutes an evergrowing urgent environmental problem, since overaccumulation of plastic waste, arising from the immense increase production disposable products, overcame planet's capacity to properly handle them. Chemical upcycling polystyrene a convenient method for conversion waste into high‐added value chemicals, suggesting attractive perspective in dealing with crisis. We demonstrate herein novel, easy‐to‐perform organocatalytic photoinduced aerobic protocol, which proceeds via synergistic indirect hydrogen atom transfer (HAT) catalysis under LED 390 nm Kessil lamps as irradiation source. The developed employs BrCH 2 CN‐thioxanthone photocatalytic system and was successfully applied variety everyday‐life leading isolation benzoic acid after simple base‐acid work up yields varying 23–49 %, while large‐scale experiment performed, that step is susceptible industrial application.

Язык: Английский

Процитировано

7

One-Pot Oxidative Amidation of Aldehydes via the Generation of Nitrile Imine Intermediates DOI Creative Commons
Martyn C. Henry,

Laura Minty,

Alexander C. W. Kwok

и другие.

The Journal of Organic Chemistry, Год журнала: 2024, Номер 89(11), С. 7913 - 7926

Опубликована: Май 23, 2024

A one-pot procedure for the oxidative amidation of aldehydes via

Язык: Английский

Процитировано

4

Computational and Spectroscopic Studies on the Formation of Halogen‐Bonded Complexes Between Tertiary Amines and CBr4 and Application in the Light‐mediated Amino Acid Coupling DOI Creative Commons
E. Alexandros Routsi, Christiana Mantzourani,

Marie Rrapi

и другие.

ChemPlusChem, Год журнала: 2024, Номер unknown

Опубликована: Май 7, 2024

In recent years, halogen-bonded complexes (XBCs), in solution, have played a pivotal role inducing photochemical organic reactions. this work, we explore the ability of various tertiary amines to act as XB acceptors presence donor CBr

Язык: Английский

Процитировано

2

Visible Light Mediated Halogen Atom Transfer to Access Polyhalogenated and Deuterated Lactams from Alkyl Halides DOI

Shivani Arora,

Tavinder Singh,

Umasankar Mondal

и другие.

European Journal of Organic Chemistry, Год журнала: 2023, Номер 26(30)

Опубликована: Июнь 24, 2023

Abstract A visible light mediated protocol for the synthesis of polyhalogenated and deuterated δ‐ γ‐lactams from readily available alkyl halides is reported. The reaction involves generation haloalkyl radicals through halogen atom transfer (XAT) subsequent arylalkylation olefins to afford dihydroisoquinolinones oxindoles. This new XAT exhibits wide scope under mild conditions enables access halogenated chemical space.

Язык: Английский

Процитировано

5

A Continuous Flow Protocol for the Synthesis of Alkenyl Thioethers Based on the Photochemical Activation of Halogen-Bonding Complexes DOI
Manuel Plaza, Helena F. Piedra, Carlos Valdés

и другие.

Synlett, Год журнала: 2024, Номер unknown

Опубликована: Июнь 15, 2024

Abstract We report a useful flow protocol for the preparation of alkenyl thioethers from bromides and thiols in basic media with visible-light irradiation. The reactions exhibit wide functional-group tolerance, proceed under mild conditions, are stereoselective, do not require use catalysts. transformations can be successfully scaled up to 5 mmol scale without compromising yield. key success these is photochemical excitation halogen-bonding complexes form sulfur-centered radicals, recently developed our laboratories.

Язык: Английский

Процитировано

0

Electron Donor‐Acceptor Complex‐Assisted Photochemical Conversion of O‐2‐Nitrobenzyl Protected Hydroxamates to Amides DOI Creative Commons

Anna-Dimitra D. Gerogiannopoulou,

Olga G. Mountanea, E. Alexandros Routsi

и другие.

Chemistry - A European Journal, Год журнала: 2024, Номер unknown

Опубликована: Сен. 30, 2024

Abstract The hydroxamic acid functionality is present in various medicinal agents and has attracted special interest for synthetic transformations both organic chemistry. N−O bond cleavage of derivatives provides an interesting transformation the generation products. We demonstrate, herein, that O ‐benzyl‐type protected acids may undergo photochemical cleavage, presence or absence a catalyst, leading to amides. Although some ‐benzyl aromatic hydroxamates be photochemically converted amides base anthracene as employing ‐2‐nitrobenzyl group allowed smooth conversion aliphatic primary secondary good excellent yields amine, bypassing need catalyst. DFT UV‐Vis studies supported effective electron donor‐acceptor (EDA) complex between amines, which enabled successful product formation under these conditions. An extensive substrate scope was demonstrated, showcasing are compatible with this protocol, affording wide variety

Язык: Английский

Процитировано

0

Visible-Light-Driven Synthesis of Alkenyl Thiocyanates: Novel Building Blocks for Diverse Sulfur-Containing Molecular Assembly DOI Creative Commons
Helena F. Piedra, Manuel Plaza

Chemical Science, Год журнала: 2024, Номер unknown

Опубликована: Янв. 1, 2024

A new photochemical method to prepare alkenyl thioethers under both batch and continuous flow conditions is presented. These versatile building blocks enable the synthesis of various organosulfur compounds, highlighting utility this procedure.

Язык: Английский

Процитировано

0