Tetrahedron Green Chem最新文献_第7页

A sustainable and chemoselective continuous flow hydrogenation of functionalized 2-azetines to azetidines 一种可持续的化学选择性连续流加氢制备氮杂环丁烷

Tetrahedron Green Chem Pub Date : 2023-01-01 DOI: 10.1016/j.tgchem.2023.100003

Elena Graziano , Debora Cannillo , Mauro Spennacchio , Pantaleo Musci , Luisa Pisano , Michael Andresini , Marco Colella

引用次数: 3

Facile and efficient acylation of chitin in deep eutectic solvents 几丁质在深共晶溶剂中容易和有效的酰化

Tetrahedron Green Chem Pub Date : 2023-01-01 DOI: 10.1016/j.tgchem.2023.100012

Yusuke Egi, Jun-ichi Kadokawa

{"title":"Facile and efficient acylation of chitin in deep eutectic solvents","authors":"Yusuke Egi, Jun-ichi Kadokawa","doi":"10.1016/j.tgchem.2023.100012","DOIUrl":"https://doi.org/10.1016/j.tgchem.2023.100012","url":null,"abstract":"<div><p>This study investigates acylation of chitin in deep eutectic solvents (DESs) as analogous solvents of ionic liquids (ILs), because we have already reported that such reaction smoothly progresses using acyl chlorides in the presence of pyridine/<em>N,N</em>-dimethyl-4-aminopyridine (DMAP) as base/catalyst in the IL, that dissolves chitin. In addition to a DES composed of 1-allyl-3-methylimidazolium chloride (AMIMCl) and thiourea (TUA) as hydrogen bond acceptor and donor (HBA and HBD), respectively, which we previously reported to dissolve chitin, several DESs were prepared from AMIMCl and different HBDs, that is, urea (UA), acetylthiourea (AcTUA), acetylurea (AcUA), and 1,1,3,3-tetramethylguanidine (TMG). These DESs were found to also dissolve chitin. Hexanoylation of chitin in the AMIMCl/TUA-DES under the same conditions, as those previously performed in the IL, i.e., using hexanoyl chloride in the presence of pyridine/DMAP at 100 °C for 24 h, gave the product with the low degree of substitution (DS). As this was speculated to be due to the high nucleophilicity of TUA, which had a potential to react with hexanoyl chloride, the other HBDs with lower nucleophilicity, mentioned above, were employed to be combined with AMIMCl in the DESs. When hexanoylation of chitin was carried out in the DESs composed of UA, AcTUA, AcUA, and TMG under the same conditions as above, the higher DS products were obtained. In particular, the reaction in the AMIMCl/TMG-DES efficiently occurred in the absence of pyridine/DMAP to produce the high DS product, probably owing to the high basicity and low nucleophilicity of TMG. The structure of the chitin hexanoate produced was evaluated by the IR and <sup>1</sup>H NMR measurements. Accordingly, acylation of chitin using various acyl chlorides was performed in the AMIMCl/TMG-DES under the conditions without the use of pyridine/DMAP to give the corresponding chitin acylates with the high DSs. This study achieves the facile and efficient acylation method of chitin in the DES.</p></div>","PeriodicalId":101215,"journal":{"name":"Tetrahedron Green Chem","volume":"1 ","pages":"Article 100012"},"PeriodicalIF":0.0,"publicationDate":"2023-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"49707425","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

引用次数: 1

Valorization of biomass-derived furans over molecular catalysts 生物质衍生呋喃在分子催化剂上的增值

Tetrahedron Green Chem Pub Date : 2023-01-01 DOI: 10.1016/j.tgchem.2023.100008

Ambikesh Dhar Dwivedi , Bhanu Priya , Ramkrishna Chinthala , Daya Shankar Pandey , Sanjay Kumar Singh

引用次数: 2

Mg–Al hydrotalcite-based catalysts for one-pot synthesis of quinoline derivatives 一锅法合成喹啉衍生物的镁铝水滑石催化剂

Tetrahedron Green Chem Pub Date : 2023-01-01 DOI: 10.1016/j.tgchem.2023.100004

Ken Motokura

引用次数: 2

Neoteric chemical transformation involving gold based photocatalysis 涉及金基光催化的近代化学转化

Tetrahedron Green Chem Pub Date : 2023-01-01 DOI: 10.1016/j.tgchem.2023.100009

Vishal Srivastava , Surabhi Sinha , Deepak Kumar , Praveen P. Singh

引用次数: 3

Organic solvent-free synthesis of sulfonyl hydrazides in water 磺酰肼在水中的有机无溶剂合成

Tetrahedron Green Chem Pub Date : 2023-01-01 DOI: 10.1016/j.tgchem.2022.100001

Shizuki Noda, Shinji Tanimori

引用次数: 0

Citric acid supported on melamine-based COP [CA@MIP] in metal-free on-water synthesis of quinazolinones 三聚氰胺基COP负载柠檬酸[CA@MIP]在水中无金属合成喹唑啉酮

Tetrahedron Green Chem Pub Date : 2023-01-01 DOI: 10.1016/j.tgchem.2023.100002

Atif Mustafa, Zeba N. Siddiqui

引用次数: 4

Sustainable optics? A critical insight into biopolymer-enabled optics 可持续的光学?对生物聚合物光学的重要见解

Tetrahedron Green Chem Pub Date : 2023-01-01 DOI: 10.1016/j.tgchem.2023.100005

Mario Pagliaro , Rosaria Ciriminna , Sofia M. Morozova

引用次数: 2

Chitosan as a sustainable heterogeneous catalyst for the preparation of functionalized α-diazo carbonyl compounds 壳聚糖作为制备功能化α-重氮羰基化合物的可持续多相催化剂

Tetrahedron Green Chem Pub Date : 2023-01-01 DOI: 10.1016/j.tgchem.2023.100006

Gabriela M. Diogo, Pedro A.M. Moro, Taíssa A. Costin, Mariane Fantinel, Marcus M. Sá

{"title":"Chitosan as a sustainable heterogeneous catalyst for the preparation of functionalized α-diazo carbonyl compounds","authors":"Gabriela M. Diogo, Pedro A.M. Moro, Taíssa A. Costin, Mariane Fantinel, Marcus M. Sá","doi":"10.1016/j.tgchem.2023.100006","DOIUrl":"https://doi.org/10.1016/j.tgchem.2023.100006","url":null,"abstract":"<div><p>The food industry generates vast amounts of waste and one of the most abundant is the biopolymer chitin, which is the main constituent of crustacean shells and insect exoskeletons. The alkaline deacetylation of the <em>N</em>-acetyl-<span>d</span>-glucosamino units of chitin leads to chitosan, a stable, inexpensive, non-toxic, biocompatible, and biodegradable material of basic properties due to the presence of free amino groups. In the present study, we report the catalytic activity of commercially available chitosan as a sustainable heterogeneous catalyst for the preparation of α-diazo carbonyl compounds through the diazo transfer reaction to active methylene compounds using a sulfonyl azide as the diazo transfer reagent. Thus, 17 α-diazo carbonyl compounds were readily prepared under mild conditions in 50–92% yield after a simple work-up consisting of vacuum filtration to separate the insoluble catalyst and the sulfonamide byproduct. This procedure was also adapted to aqueous medium, making the process more environmentally benign. The recovery and recyclability of the biocatalyst were also addressed, with the catalytic activity being slightly reduced after four reuses depending on the substrate used. The synthetic potential of diazo carbonyl compounds was further demonstrated through the rhodium-catalyzed O–H insertion reactions.</p></div>","PeriodicalId":101215,"journal":{"name":"Tetrahedron Green Chem","volume":"1 ","pages":"Article 100006"},"PeriodicalIF":0.0,"publicationDate":"2023-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"49730583","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

引用次数: 4

Electrochemical oxidation of sec-alcohols with MgBr2·6H2O 二醇与MgBr2·6H2O的电化学氧化研究

Tetrahedron Green Chem Pub Date : 2023-01-01 DOI: 10.1016/j.tgchem.2023.100010

Kosuke Yamamoto , Takumi Inoue , Natsumi Hanazawa , Masami Kuriyama , Osamu Onomura

引用次数: 1