scholarly journals 1-(4-Nitrophenyl)-1H-1,2,3-Triazole-4-carbaldehyde: Scalable Synthesis and Its Use in the Preparation of 1-Alkyl-4-Formyl-1,2,3-triazoles

Organics ◽  
2021 ◽  
Vol 2 (4) ◽  
pp. 404-414
Author(s):  
Tomas Opsomer ◽  
Kaat Valkeneers ◽  
Ana Ratković ◽  
Wim Dehaen
Keyword(s):  
One Pot ◽  
Complete Hydrolysis ◽  
One Step ◽  
Synthetic Intermediates ◽  
Cornforth Rearrangement ◽  
Scalable Synthesis ◽  
The One ◽  
Novel Applications ◽  
Hydrolysis Of

1,2,3-Triazole-4-carbaldehydes are useful synthetic intermediates which may play an important role in the discovery of novel applications of the 1,2,3-triazole moiety. In this work, a one-step multigram scale synthesis of 4-formyl-1-(4-nitrophenyl)-1H-1,2,3-triazole (FNPT) as a preferred reagent for the synthesis of 1-alkyl-4-formyltriazoles is described, making use of the commercially available 3-dimethylaminoacrolein and 4-nitrophenyl azide. Next, the earlier reported reaction of FNPT with alkylamines is further explored, and for hexylamine, the one-pot sequential cycloaddition and Cornforth rearrangement is demonstrated. In addition, a useful protocol for the in situ diazotization of 4-nitroaniline is provided. This facilitated the complete hydrolysis of rearranged 4-iminomethyl-1,2,3-triazoles and allowed for the recycling of 4-nitrophenyl azide.

scholarly journals Diblock dialternating terpolymers by one-step/one-pot highly selective organocatalytic multimonomer polymerization

2021 ◽  
Vol 12 (1) ◽  
Author(s):  
Jiaxi Xu ◽  
Xin Wang ◽  
Nikos Hadjichristidis
Keyword(s):  
Ring Opening ◽  
Polymeric Materials ◽  
Structural Diversity ◽  
One Pot ◽  
Molecular Weights ◽  
Molecular Weight Distributions ◽  
Weight Distributions ◽  
One Step ◽  
The One

AbstractThe synthesis of well-defined block copolymers from a mixture of monomers without additional actions (“one-pot/one-step”) is an ideal and industrially valuable method. In addition, the presence of controlled alternating sequences in one or both blocks increases the structural diversity of polymeric materials, but, at the same time, the synthetic difficulty. Here we show that the “one-pot/one-step” ring-opening terpolymerization of a mixture of three monomers (N-sulfonyl aziridines; cyclic anhydrides and epoxides), with tert-butylimino-tris(dimethylamino)phosphorene (t-BuP1) as a catalyst, results in perfect diblock dialternating terpolymers having a sharp junction between the two blocks, with highly-controllable molecular weights and narrow molecular weight distributions (Ð < 1.08). The organocatalyst switches between two distinct polymerization cycles without any external stimulus, showing high monomer selectivity and kinetic control. The proposed mechanism is based on NMR, in-situ FTIR, SEC, MALDI-ToF, reactivity ratios, and kinetics studies.

One-Pot Reaction To Form Hydrophosphorylated Fullerenes from C60 and Ph3–n PCl n /ROH

Synlett ◽  
2018 ◽  
Vol 29 (09) ◽  
pp. 1219-1222
Author(s):  
Nana Xin ◽  
Xiuying Xie ◽  
Chang-Qiu Zhao ◽  
Xianqiang Huang ◽  
Junhong Zhang ◽  
...  
Keyword(s):  
Reaction Mechanism ◽  
Experimental Results ◽  
One Pot ◽  
Fullerene Derivatives ◽  
Mild Conditions ◽  
One Step ◽  
The One

Hydrophosphorylated fullerene derivatives were readily prepared in one step by treating C60 with Ph3– n PCl n (n = 1–3) and ROH (R = H, alkyl). The one-pot reaction could be performed under mild conditions with moderate to good yields. Dichlorophenylphosphine and alcohols exhibited unexpected reactivity towards C60. A possible reaction mechanism involving the formation of P(III)–OH in situ was proposed to explain the experimental results.

A Study on the Rearrangement of Dialkyl 1-Aryl-1-hydroxymethylphosphonates to Benzyl Phosphates

2020 ◽  
Vol 24 (4) ◽  
pp. 465-471 ◽  
Author(s):  
Zita Rádai ◽  
Réka Szabó ◽  
Áron Szigetvári ◽  
Nóra Zsuzsa Kiss ◽  
Zoltán Mucsi ◽  
...  
Keyword(s):  
Quantum Chemical ◽  
Room Temperature ◽  
Phase Transfer ◽  
One Pot ◽  
Substrate Dependence ◽  
Triethylbenzylammonium Chloride ◽  
One Step ◽  
The Pudovik Reaction ◽  
The One ◽  
Solid Liquid

The phospha-Brook rearrangement of dialkyl 1-aryl-1-hydroxymethylphosphonates (HPs) to the corresponding benzyl phosphates (BPs) has been elaborated under solid-liquid phase transfer catalytic conditions. The best procedure involved the use of triethylbenzylammonium chloride as the catalyst and Cs2CO3 as the base in acetonitrile as the solvent at room temperature. The substrate dependence of the rearrangement has been studied, and the mechanism of the transformation under discussion was explored by quantum chemical calculations. The key intermediate is an oxaphosphirane. The one-pot version starting with the Pudovik reaction has also been developed. The conditions of this tandem transformation were the same, as those for the one-step HP→BP conversion.

scholarly journals NIR responsive tumor vaccine in situ for photothermal ablation and chemotherapy to trigger robust antitumor immune responses

2021 ◽  
Vol 19 (1) ◽  
Author(s):  
Lirong Zhang ◽  
Jingjing Zhang ◽  
Lixia Xu ◽  
Zijian Zhuang ◽  
Jingjin Liu ◽  
...  
Keyword(s):  
Immune Responses ◽  
Tumor Vaccine ◽  
Oxidative Polymerization ◽  
Delivery Mode ◽  
Tumor Treatment ◽  
One Pot ◽  
Photothermal Ablation ◽  
Prolonged Retention ◽  
The One

Abstract Background Therapeutic tumor vaccine (TTV) that induces tumor-specific immunity has enormous potentials in tumor treatment, but high heterogeneity and poor immunogenicity of tumor seriously impair its clinical efficacy. Herein, a novel NIR responsive tumor vaccine in situ (HA-PDA@IQ/DOX HG) was prepared by integrating hyaluronic acid functionalized polydopamine nanoparticles (HA-PDA NPs) with immune adjuvants (Imiquimod, IQ) and doxorubicin (DOX) into thermal-sensitive hydrogel. Results HA-PDA@IQ NPs with high photothermal conversion efficiency (41.2%) and T1-relaxation efficiency were using HA as stabilizer by the one-pot oxidative polymerization. Then, HA-PDA@IQ loaded DOX via π-π stacking and mixed with thermal-sensitive hydrogel to form the HA-PDA@IQ/DOX HG. The hydrogel-confined delivery mode endowed HA-PDA@IQ/DOX NPs with multiple photothermal ablation performance once injection upon NIR irradiation due to the prolonged retention in tumor site. More importantly, this mode enabled HA-PDA@IQ/DOX NPs to promote the DC maturation, memory T cells in lymphatic node as well as cytotoxic T lymphocytes in spleen. Conclusion Taken together, the HA-PDA@IQ/DOX HG could be served as a theranostic tumor vaccine for complete photothermal ablation to trigger robust antitumor immune responses.

A Domino Heck Coupling–Cyclization–Dehydrogenative Strategy for the One-Pot Synthesis of Quinolines

Synthesis ◽  
2021 ◽  
Author(s):  
Santanu Ghora ◽  
Chinnabattigalla Sreenivasulu ◽  
Gedu Satyanarayana
Keyword(s):  
Functional Group ◽  
Exchange Process ◽  
Palladium Catalysis ◽  
Allylic Alcohols ◽  
Heck Coupling ◽  
One Pot ◽  
Synthetic Process ◽  
Intramolecular Condensation ◽  
The One

AbstractAn efficient, one-pot, domino synthesis of quinolines via the coupling of iodoanilines with allylic alcohols facilitated by palladium catalysis is described. The overall synthetic process involves an intermolecular Heck coupling between 2-iodoanilines and allylic alcohols, intramolecular condensation of in situ generated ketones with an internal amine functional group, and a dehydrogenation sequence. Notably, this protocol occurs in water as a green solvent. Significantly, the method exhibits broad substrate scope and is applied for the synthesis of deuterated quinolines through a deuterium-exchange process.

scholarly journals One-Pot Ionic Liquid-Mediated Bioprocess for Pretreatment and Enzymatic Hydrolysis of Rice Straw with Ionic Liquid-Tolerance Bacterial Cellulase

2022 ◽  
Vol 9 (1) ◽  
pp. 17
Author(s):  
Malinee Sriariyanun ◽  
Nichaphat Kitiborwornkul ◽  
Prapakorn Tantayotai ◽  
Kittipong Rattanaporn ◽  
Pau-Loke Show
Keyword(s):  
Ionic Liquid ◽  
Saline Soil ◽  
Enzymatic Saccharification ◽  
Value Added ◽  
Specific Enzyme ◽  
One Pot ◽  
The One ◽  
Hydrolysis Of ◽  
Bacterial Cellulase ◽  
Value Added Products

Ionic liquid (IL) pretreatment of lignocellulose is an efficient method for the enhancement of enzymatic saccharification. However, the remaining residues of ILs deactivate cellulase, therefore making intensive biomass washing after pretreatment necessary. This study aimed to develop the one-pot process combining IL pretreatment and enzymatic saccharification by using low-toxic choline acetate ([Ch][OAc]) and IL-tolerant bacterial cellulases. Crude cellulases produced from saline soil inhabited Bacillus sp. CBD2 and Brevibacillus sp. CBD3 were tested under the influence of 0.5–2.0 M [Ch][OAc], which showed that their activities retained at more than 95%. However, [Ch][OAc] had toxicity to CBD2 and CBD3 cultures, in which only 32.85% and 12.88% were alive at 0.5 M [Ch][OAc]. Based on the specific enzyme activities, the sugar amounts produced from one-pot processes using 1 mg of CBD2 and CBD3 were higher than that of Celluclast 1.5 L by 2.0 and 4.5 times, respectively, suggesting their potential for further application in the biorefining process of value-added products.

Molybdenum-Mediated One-Pot Synthesis of Pyrazoles from Isoxazoles

Synthesis ◽  
2019 ◽  
Vol 51 (20) ◽  
pp. 3796-3804 ◽  
Author(s):  
Marine Rey ◽  
Stéphane Beaumont
Keyword(s):  
Bond Cleavage ◽  
Direct Synthesis ◽  
Molybdenum Complex ◽  
One Pot ◽  
One Pot Synthesis ◽  
Wide Range ◽  
Hydrolysis Of ◽  
Substituted Pyrazoles

A one-pot approach for the direct synthesis of substituted pyrazoles from isoxazoles is reported. The process involves isoxazole N–O bond cleavage mediated by a molybdenum complex, in situ hydrolysis of the resulting β-amino enone to the corresponding 1,3-diketone, followed by pyrazole formation in the presence of hydrazine or substituted hydrazine. Good to excellent yields and regioselectivities are obtained with nonsymmetric isoxazoles. By using readily available starting materials, a wide range of substituted pyrazoles may be synthesized by this method.

scholarly journals Rhodium catalyzed cascade cyclization featuring B–H and C–H activation: one-step construction of carborane-fused N-polyheterocycles

2018 ◽  
Vol 9 (30) ◽  
pp. 6390-6394 ◽  
Author(s):  
Hairong Lyu ◽  
Yangjian Quan ◽  
Zuowei Xie
Keyword(s):  
Reaction Mechanism ◽  
Structural Identification ◽  
One Pot ◽  
Cascade Cyclization ◽  
One Step ◽  
The One

A novel Rh-catalyzed cascade cyclization featuring both carboranyl B–H and aryl C–H activation has been developed, resulting in the one-pot construction of three new B–C and C–C bonds. The isolation and structural identification of a key intermediate provide solid evidence for the reaction mechanism.

scholarly journals Analysis of the Influence of Fibers on the Formability of Metal Blanks in Manufacturing Processes for Fiber Metal Laminates

2019 ◽  
Vol 3 (1) ◽  
pp. 2 ◽  
Author(s):  
Thomas Mennecart ◽  
Soeren Gies ◽  
Noomane Ben Khalifa ◽  
A. Erman Tekkaya
Keyword(s):  
Contact Forces ◽  
Starting Time ◽  
Fiber Metal Laminate ◽  
Metal Sheets ◽  
Different Types ◽  
One Step ◽  
Fiber Metal ◽  
The One ◽  
Metal Blank

In the one-step manufacturing process for fiber metal laminate parts, the so-called in situ hybridization process, the fabrics are interacting with metal blanks. During deep drawing, the liquid matrix is injected between the metal sheets through the woven fiber layers. The metal blanks can be in contact with dry or with infiltrated fibers. The formability of the blanks is influenced by the variation of the starting time of injection. The reason for that is that, due to high contact forces, the fibers are able to deform the metal surface locally, so that movement and the strain of the blanks is inhibited. To investigate the influence of different fibers on the formability of metals, Nakazima tests are performed. In these tests, two metal blanks are formed with an interlayer of fibers. The results are compared with the formability of two blanks without any interlayer. It is shown that in with fibers between sheets, the formability decreases compared to the formability of two metal blanks without interlayers. Based on a simplified numerical model for different types of fibers, the interactions of the fibers with the metal blank are analyzed. It could be shown that the friction due to contact has more influence than the friction due to the form fit caused by the imprints.

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