Green Synthesis and Catalysis最新文献

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Photoredox/Ti dual-catalyzed dehydroxylative ring-opening Giese reaction of cyclobutanone oximes 环丁酮肟的光氧/钛双催化脱羟基开环基斯反应
Green Synthesis and Catalysis Pub Date : 2024-08-01 DOI: 10.1016/j.gresc.2023.04.005
{"title":"Photoredox/Ti dual-catalyzed dehydroxylative ring-opening Giese reaction of cyclobutanone oximes","authors":"","doi":"10.1016/j.gresc.2023.04.005","DOIUrl":"10.1016/j.gresc.2023.04.005","url":null,"abstract":"<div><p>A dehydroxylative ring-opening Giese reaction of cyclobutanone oximes enabled by photoredox/Ti dual catalysis has been reported in this work. This protocol avoids the prefunctionalization of oximes and the use of stoichiometric triarylphosphine reagents. It also features mild conditions, broad substrate scope and good functional group tolerance. The gram-scale reaction, product derivatization, late-stage functionalization of complex pharmaceutical and natural product derivatives, and oligopeptide modification exhibit the potential application of this methodology in synthetic chemistry.</p></div>","PeriodicalId":12794,"journal":{"name":"Green Synthesis and Catalysis","volume":"5 3","pages":"Pages 159-164"},"PeriodicalIF":0.0,"publicationDate":"2024-08-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.sciencedirect.com/science/article/pii/S2666554923000340/pdfft?md5=aef33f37abbf723bb234b027851d013f&pid=1-s2.0-S2666554923000340-main.pdf","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"90946731","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
A sustainable synthesis of 3,3-disubstituted oxindoles via CuBr-catalysed capture of carboxylic oxonium ylides with isatylidene malononitrile 通过 CuBr 催化异亚甲基丙二腈捕获羧基氧鎓酰化物可持续合成 3,3-二取代吲哚
Green Synthesis and Catalysis Pub Date : 2024-08-01 DOI: 10.1016/j.gresc.2023.04.006
{"title":"A sustainable synthesis of 3,3-disubstituted oxindoles via CuBr-catalysed capture of carboxylic oxonium ylides with isatylidene malononitrile","authors":"","doi":"10.1016/j.gresc.2023.04.006","DOIUrl":"10.1016/j.gresc.2023.04.006","url":null,"abstract":"<div><p>We herein reported a sustainable synthesis of 3,3-disubstituted oxindoles <em>via</em> a Michael-type reaction based on the CuBr-catalysed capture of carboxylic oxonium ylides with isatylidene malononitrile. The reaction is characterized by a high atom economy and low economic constraints. The catalyst CuBr could be conveniently recyclized. The products of the reaction were found to be inhibitory against Na ion channels. We expect the reaction to shed the light on synthesis of biologically interesting molecules directed by principles of green chemistry.</p></div>","PeriodicalId":12794,"journal":{"name":"Green Synthesis and Catalysis","volume":"5 3","pages":"Pages 180-185"},"PeriodicalIF":0.0,"publicationDate":"2024-08-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.sciencedirect.com/science/article/pii/S2666554923000352/pdfft?md5=7da1e0d79a36caa2953b126886141822&pid=1-s2.0-S2666554923000352-main.pdf","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"91482742","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Copper-catalyzed 2,3-dihydro-1,2,4-triazoles synthesis through [3+2]-cycloaddition of nitrile ylides with azodicarboxylates 铜催化偶氮二羧酸腈酰氯与偶氮二羧酸盐的 [3+2]- 环加成反应合成 2,3- 二氢-1,2,4-三唑
Green Synthesis and Catalysis Pub Date : 2024-08-01 DOI: 10.1016/j.gresc.2023.01.007
{"title":"Copper-catalyzed 2,3-dihydro-1,2,4-triazoles synthesis through [3+2]-cycloaddition of nitrile ylides with azodicarboxylates","authors":"","doi":"10.1016/j.gresc.2023.01.007","DOIUrl":"10.1016/j.gresc.2023.01.007","url":null,"abstract":"<div><p>A copper-catalyzed three-component reaction of diazo compounds, nitriles, and azodicarboxylates to construct 2,3-dihydro-1,2,4-triazoles is reported. Key to the success is the utilization of azodicarboxylates to trap the <em>in-situ</em> formed nitrile ylides from diazo compounds by [3 ​+ ​2]-cycloaddition. Both the acceptor-only and donor-acceptor diazo compounds are all tolerated to the strategy. The synthetic value of this protocol is illustrated by gram-scale synthesis and valuable transformation of the obtained 2,3-dihydro-1,2,4-triazoles.</p></div>","PeriodicalId":12794,"journal":{"name":"Green Synthesis and Catalysis","volume":"5 3","pages":"Pages 191-194"},"PeriodicalIF":0.0,"publicationDate":"2024-08-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.sciencedirect.com/science/article/pii/S2666554923000078/pdfft?md5=8ffdf7f585f2ecff517fe96703f127a2&pid=1-s2.0-S2666554923000078-main.pdf","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"79373283","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Synthesis of highly functional quinazolins via metal-free, visible-light-enabled radical cascade arylation/cyclization of fluorinated imidoyl isothiocyanates 通过氟化亚胺酰异硫氰酸酯的无金属可见光自由基级联芳基化/环化合成高功能喹唑啉类化合物
Green Synthesis and Catalysis Pub Date : 2024-08-01 DOI: 10.1016/j.gresc.2023.07.003
{"title":"Synthesis of highly functional quinazolins via metal-free, visible-light-enabled radical cascade arylation/cyclization of fluorinated imidoyl isothiocyanates","authors":"","doi":"10.1016/j.gresc.2023.07.003","DOIUrl":"10.1016/j.gresc.2023.07.003","url":null,"abstract":"<div><p>A metal-free, efficient and easy-to-hand protocol for the synthesis of 2-perfluoroalkylquinazolins has been achieved by Eosin B catalyzed radical cascade arylation/cyclization reaction of fluorinated imidoyl isothiocyanates with aryldiazonium Salts. A variety of highly functionalized quinozaline derivatives bearing pharmaceutically important thiol and fluoroalkyl groups were efficiently assembled with broad substrate scope and good functional group tolerance. A series of mechanism experiments indicate that this reaction undergoes a radical cascade arylation/cyclization pathway.</p></div>","PeriodicalId":12794,"journal":{"name":"Green Synthesis and Catalysis","volume":"5 3","pages":"Pages 200-204"},"PeriodicalIF":0.0,"publicationDate":"2024-08-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.sciencedirect.com/science/article/pii/S266655492300056X/pdfft?md5=7ddaf54cf1fae5ff3cb51c49da7dfef5&pid=1-s2.0-S266655492300056X-main.pdf","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"85837929","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Metal-free and water-compatible nanocatalysts for green photocatalytic dehydrogenation in aqueous medium 用于水介质中绿色光催化脱氢的无金属和水兼容纳米催化剂
Green Synthesis and Catalysis Pub Date : 2024-08-01 DOI: 10.1016/j.gresc.2023.03.001
{"title":"Metal-free and water-compatible nanocatalysts for green photocatalytic dehydrogenation in aqueous medium","authors":"","doi":"10.1016/j.gresc.2023.03.001","DOIUrl":"10.1016/j.gresc.2023.03.001","url":null,"abstract":"<div><p>Two types of poly-porphyrin-based heterogeneous photocatalysts including insoluble polymer and water-soluble nanoparticles exhibited excellent photocatalytic activity in visible-light-induced dehydrogenation in water. The extremely low catalyst loading (0.01 ​mol%) of water-soluble nanoparticles provided so far the highest turnover frequency (TOF) value (333 h<sup>-1</sup>) for such transformation among reported records.</p></div>","PeriodicalId":12794,"journal":{"name":"Green Synthesis and Catalysis","volume":"5 3","pages":"Pages 186-190"},"PeriodicalIF":0.0,"publicationDate":"2024-08-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.sciencedirect.com/science/article/pii/S2666554923000285/pdfft?md5=8ebe2be535bad39e84ce35d0ab7ac238&pid=1-s2.0-S2666554923000285-main.pdf","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"86932884","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Pd(II)/N,N′-Disulfonyl bisimidazoline-catalyzed asymmetric arylation of isoquinoline-1,3,4-trione-derived ketimines Pd(II)/N,N′-二磺酰基双咪唑啉催化的异喹啉-1,3,4-三酮衍生酮亚胺的不对称芳基化反应
Green Synthesis and Catalysis Pub Date : 2024-08-01 DOI: 10.1016/j.gresc.2023.07.001
{"title":"Pd(II)/N,N′-Disulfonyl bisimidazoline-catalyzed asymmetric arylation of isoquinoline-1,3,4-trione-derived ketimines","authors":"","doi":"10.1016/j.gresc.2023.07.001","DOIUrl":"10.1016/j.gresc.2023.07.001","url":null,"abstract":"<div><p>A palladium/chiral <em>N</em>,<em>N</em>′-disulfonyl bisimidazoline (Bim)-catalyzed asymmetric addition of arylboronic acids to isoquinoline-1,3,4-trione-derived ketimines is reported, leading to the generation of a series of functionalized isoquinoline-1,3(2<em>H</em>,4<em>H</em>)-diones bearing one quaternary carbon-amino functionality in good to excellent yields with ≥95% <em>ee</em> in most cases. The reaction has remarkable compatibility with both substrate scopes, providing a highly enantioselective entry to chiral heterocyclic α-tertiary amines.</p></div>","PeriodicalId":12794,"journal":{"name":"Green Synthesis and Catalysis","volume":"5 3","pages":"Pages 165-169"},"PeriodicalIF":0.0,"publicationDate":"2024-08-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.sciencedirect.com/science/article/pii/S2666554923000546/pdfft?md5=3d515c77b647776f96377b97b7fd7c8f&pid=1-s2.0-S2666554923000546-main.pdf","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"89921621","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
A H2O2 generation-detection-regulation integrated platform for boosting the efficiency of peroxygenase-catalysed C–H oxidative hydroxylation 提高过氧酶催化C-H氧化羟基化效率的H2O2生成-检测-调控一体化平台
Green Synthesis and Catalysis Pub Date : 2024-08-01 DOI: 10.1016/j.gresc.2023.11.006
{"title":"A H2O2 generation-detection-regulation integrated platform for boosting the efficiency of peroxygenase-catalysed C–H oxidative hydroxylation","authors":"","doi":"10.1016/j.gresc.2023.11.006","DOIUrl":"10.1016/j.gresc.2023.11.006","url":null,"abstract":"<div><p>The peroxygenases are ideal biocatalysts for the selective oxyfunctionalisation of stable C–H bonds. However, the catalytic efficiency of this approach is limited due to enzyme lability toward oxidant H<sub>2</sub>O<sub>2</sub>. Although the reported <em>in-situ</em> H<sub>2</sub>O<sub>2</sub> generation system enables the stable biocatalytic process without deactivating the enzyme, the greatest catalytic potential of peroxygenases still cannot be fulfilled effectively. To address the above issue, a H<sub>2</sub>O<sub>2</sub> generation-detection-regulation platform that integrated an effective organocatalyst-driven H<sub>2</sub>O<sub>2</sub> generation system, a precise electrochemical H<sub>2</sub>O<sub>2</sub> real-time detection device, and a convenient H<sub>2</sub>O<sub>2</sub> regulation strategy was first developed. The suitable range of H<sub>2</sub>O<sub>2</sub> generation rate for maximizing the catalytic efficiency of peroxygenases while minimizing inactivation of the enzyme was firstly obtained by simply adjusting the amount of organocatalyst. According to the determined suitable range, the C–H oxyfunctionalisation efficiency of peroxygenases for each substrate was significantly boosted, achieving ∼3-fold of the reported highest turnover frequency.</p></div>","PeriodicalId":12794,"journal":{"name":"Green Synthesis and Catalysis","volume":"5 3","pages":"Pages 153-158"},"PeriodicalIF":0.0,"publicationDate":"2024-08-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.sciencedirect.com/science/article/pii/S266655492300100X/pdfft?md5=1ac9958ba7a3d4adcfa9a5a865502f1e&pid=1-s2.0-S266655492300100X-main.pdf","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"138512293","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Ate complexes in organic synthesis: From ate reagents to ate catalysts 有机合成中的金属络合物:从金属试剂到金属催化剂
Green Synthesis and Catalysis Pub Date : 2024-08-01 DOI: 10.1016/j.gresc.2024.04.010
{"title":"Ate complexes in organic synthesis: From ate reagents to ate catalysts","authors":"","doi":"10.1016/j.gresc.2024.04.010","DOIUrl":"10.1016/j.gresc.2024.04.010","url":null,"abstract":"<div><p>The realm of application of organometallic catalysis to organic synthesis has witnessed a transformative shift in recent years, owing much to the evolution of ate complexes from mere reagents to versatile catalysts. Ate complexes, formed through the coordination of a neutral Lewis acid with an organic anionic base, have emerged as pivotal intermediates that not only facilitate organic transformations but also serve as efficient catalysts in a wide range of chemical reactions. This review presents the fascinating journey of ate complexes, highlighting their development from stoichiometric reagents to active catalysts. Historically, ate complexes were primarily regarded as stoichiometric species essential for various metal-catalyzed transformations. However, constant research has unveiled their potential as catalysts in their own right, reshaping the landscape of modern organic synthesis. In this minireview, we discuss the pivotal role of ate complexes in the evolution of organic synthesis, from their early days as reactive intermediates to their current stature as catalytic pioneers offering a glimpse into the exciting future of this dynamic field.</p></div>","PeriodicalId":12794,"journal":{"name":"Green Synthesis and Catalysis","volume":"5 3","pages":"Pages 141-152"},"PeriodicalIF":0.0,"publicationDate":"2024-08-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.sciencedirect.com/science/article/pii/S266655492400053X/pdfft?md5=7a4de4c94a8dbec8c809e1e05e1cb03f&pid=1-s2.0-S266655492400053X-main.pdf","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141037151","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Light-driven enzymatic conversion of mevastatin into pravastatin by coupling P450sca-2 with cyanobacterial photosynthetic system 通过将 P450sca-2 与蓝藻光合系统耦合,光驱动酶法将美伐他汀转化为普伐他汀
Green Synthesis and Catalysis Pub Date : 2024-07-01 DOI: 10.1016/j.gresc.2024.07.001
Shanmin Zheng, Zhengquan Gao, Yuanyuan Jiang, Jiawei Guo, Fangyuan Cheng, Xuan Wang, Hao-Bing Yu, Bo Hu, Chunxiao Meng, Shengying Li, Xingwang Zhang
{"title":"Light-driven enzymatic conversion of mevastatin into pravastatin by coupling P450sca-2 with cyanobacterial photosynthetic system","authors":"Shanmin Zheng, Zhengquan Gao, Yuanyuan Jiang, Jiawei Guo, Fangyuan Cheng, Xuan Wang, Hao-Bing Yu, Bo Hu, Chunxiao Meng, Shengying Li, Xingwang Zhang","doi":"10.1016/j.gresc.2024.07.001","DOIUrl":"https://doi.org/10.1016/j.gresc.2024.07.001","url":null,"abstract":"","PeriodicalId":12794,"journal":{"name":"Green Synthesis and Catalysis","volume":"26 1","pages":""},"PeriodicalIF":0.0,"publicationDate":"2024-07-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141695297","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: 0
Synthesis of 1,4-oxathiins via [3+3] annulation of pyridinium 1,4‐zwitterionic thiolates with iodonium ylides 通过吡啶鎓-1,4-齐聚物硫醇盐与碘鎓酰化物的[3+3]环化反应合成 1,4-氧硫杂质
Green Synthesis and Catalysis Pub Date : 2024-07-01 DOI: 10.1016/j.gresc.2024.07.002
Zhibin Niu, C. Pi, Yangjie Wu, Xiuling Cui
{"title":"Synthesis of 1,4-oxathiins via [3+3] annulation of pyridinium 1,4‐zwitterionic thiolates with iodonium ylides","authors":"Zhibin Niu, C. Pi, Yangjie Wu, Xiuling Cui","doi":"10.1016/j.gresc.2024.07.002","DOIUrl":"https://doi.org/10.1016/j.gresc.2024.07.002","url":null,"abstract":"","PeriodicalId":12794,"journal":{"name":"Green Synthesis and Catalysis","volume":"12 1","pages":""},"PeriodicalIF":0.0,"publicationDate":"2024-07-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141848730","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: 0
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