Advanced Synthesis & Catalysis最新文献_第5页

Chemoselective Synthesis of α‐Chloro and α,α ‐Dichloro acetamidines via the Carbenoids Addition to Inherently Low Electrophilic Carbodiimides 低亲电性碳二酰亚胺加羰基化合物化学选择性合成α -氯和α，α -二氯乙酰脒

IF 5.4 2区化学

Advanced Synthesis & Catalysis Pub Date : 2025-04-17 DOI: 10.1002/adsc.202500320

Davide Castiglione, Margherita Miele, Alberto Nardi, Laura Castoldi, Vittorio Pace

引用次数: 0

Alkylation of Imines with Alkyl Halides under Electrochemical Conditions 电化学条件下亚胺与卤代烃的烷基化反应

IF 4.4 2区化学

Advanced Synthesis & Catalysis Pub Date : 2025-04-15 DOI: 10.1002/adsc.202401527

Tan Zhang , Mengyun Wu , Wenhui Wang , Yingsibing Fan , Ping Liu , Peipei Sun

引用次数: 0

Palladium/Norbornene Cooperative Catalysis: A Modular In Situ Vicinal Functionalization Strategy for Recent Developments of Carbohydrate Chemistry 钯/降冰片烯协同催化：碳水化合物化学最新进展的模块化原位邻近功能化策略

IF 4.4 2区化学

Advanced Synthesis & Catalysis Pub Date : 2025-04-15 DOI: 10.1002/adsc.202401570

Himanshu Gangwar , Zanjila Azeem , Pintu Kumar Mandal

{"title":"Palladium/Norbornene Cooperative Catalysis: A Modular In Situ Vicinal Functionalization Strategy for Recent Developments of Carbohydrate Chemistry","authors":"Himanshu Gangwar , Zanjila Azeem , Pintu Kumar Mandal","doi":"10.1002/adsc.202401570","DOIUrl":"10.1002/adsc.202401570","url":null,"abstract":"<div><div>The palladium/norbornene (Pd/NBE) cooperative catalysis, first identified by Catellani in 1997, provides an efficient approach for synthesizing highly functionalized aromatic compounds that are challenging to obtain through conventional methods. The developed synthetic approach integrates selective C−H bond activation with sequential reactions, allowing for the targeted functionalization of both the <em>ortho</em> and <em>ipso</em> positions of aryl halides via aryl‐norbornadiene‐palladacycle (ANP), which in turn ensures high chemoselectivity and regioselectivity of the products. It is estimated that approximately 20% of all natural products are glycosylated, with the carbohydrates linked to these compounds frequently playing a critical role in their biological activity. Currently, research in carbohydrate chemistry predominantly concentrates on polysubstitutional derivatization or vicinal functionalization strategies. However, the limited availability of 1,2‐disubstituted compounds has been scarcely investigated, and previous studies often relied on directional group assistance to achieve disubstitution. Recently, significant advancements have been achieved with Pd/NBE cooperative catalysis, an area that has gained considerable importance in carbohydrate chemistry, presenting an opportunity to inspire further research interest in Catellani reactions. In this review, we provide a comprehensive analysis of the Pd/NBE strategy within the realm of sugar chemistry, encompass early research and advancement in catalytic reactions, outline synthetic potential, highlight the significant progress made, and emphasize the most recent developments and their applications in situ vicinal functionalization of carbohydrate derivatives.</div></div>","PeriodicalId":118,"journal":{"name":"Advanced Synthesis & Catalysis","volume":"367 8","pages":"Article e202401570"},"PeriodicalIF":4.4,"publicationDate":"2025-04-15","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143435400","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"化学","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 Chiral 2‐trifluoromethyl‐4‐(tetrahydroquinolinyl)‐4H‐chromenes via Pd‐Catalyzed Asymmetric Amination 通过钯催化不对称胺化合成手性 2-三氟甲基-4-(四氢喹啉基)-4H-苯并吡喃

IF 4.4 2区化学

Advanced Synthesis & Catalysis Pub Date : 2025-04-15 DOI: 10.1002/adsc.202401422

Bangzhong Wang , Luyang Sun , Pengyue Zhang , Shuaibo Zhang , Jinfeng Zhao , Jingping Qu , Yuhan Zhou

引用次数: 0

Iron‐Catalyzed Decarboxylative and Deconstructive Cross‐Coupling of Acrylic Acids with Ketone‐Derived Dihydroquinazolinones 铁催化的丙烯酸与酮类二氢喹唑啉酮的脱羧和解构交叉偶联

IF 4.4 2区化学

Advanced Synthesis & Catalysis Pub Date : 2025-04-15 DOI: 10.1002/adsc.202401503

Xiao‐Yu Lu , Meng‐Xue Su , Hua‐Yi Huang , Yu‐Jun Qian , Hai‐Lun Sun , Xiang Li , Xin‐Ru Hu , Hao‐Yu Dong

引用次数: 0

Preparation of Mesoporous Cu2O Nanospheres for Green Synthesis in the Enantioselective Boron Conjugate Addition of α,β‐Unsaturated Chiral Compounds in Aqueous Phase 介孔Cu₂O纳米球的制备及其在水相中对映选择性硼共轭加成α，β‐不饱和手性化合物的绿色合成

IF 4.4 2区化学

Advanced Synthesis & Catalysis Pub Date : 2025-04-15 DOI: 10.1002/adsc.202401501

Xuhong Zhao , Lian Ma , Meng Wang , Weishuang Li , Yaoyao Zhang , Bojie Li , Zhongpu Fang , Bo Xiong , Lei Zhu

{"title":"Preparation of Mesoporous Cu2O Nanospheres for Green Synthesis in the Enantioselective Boron Conjugate Addition of α,β‐Unsaturated Chiral Compounds in Aqueous Phase","authors":"Xuhong Zhao , Lian Ma , Meng Wang , Weishuang Li , Yaoyao Zhang , Bojie Li , Zhongpu Fang , Bo Xiong , Lei Zhu","doi":"10.1002/adsc.202401501","DOIUrl":"10.1002/adsc.202401501","url":null,"abstract":"<div><div>Chiral organoboron compounds are essential intermediates in various significant reactions. However, there are still few efficient catalysts for their synthesis. This paper reports a novel catalytic material for chiral asymmetric boron conjugate addition reactions: mesoporous Cu<sub>2</sub>O nanospheres (M−Cu<sub>2</sub>O). M−Cu<sub>2</sub>O is approximately 0.55 μm, exhibiting dense and uniformly distributed worm‐like pores. It features a specific surface area of 15.7 m<sup>2</sup>/g and an average pore size of 14.3 nm. Under the conditions of Toluene:H<sub>2</sub>O=9:1, with a chiral ligand amount of 3.6 mol% and no additional base, it achieves a high yield (98% yield) and impressive enantioselectivity (99% ee) for the template substrate chalcone using only 3.0 mol% of the catalyst. Notably, the catalyst can be easily recovered and maintains robust catalytic performance after seven cycles, yielding 92% and an ee value of 90%. This work presents a mild and effective method for synthesizing chiral boron compounds in an aqueous phase, significantly enhancing the application potential of mesoporous copper oxide nanospheres.</div></div>","PeriodicalId":118,"journal":{"name":"Advanced Synthesis & Catalysis","volume":"367 8","pages":"Article e202401501"},"PeriodicalIF":4.4,"publicationDate":"2025-04-15","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142937431","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

引用次数: 0

Controlling Catalyst Speciation to Achieve Room Temperature Pd‐Catalyzed Aminations with Aryl and Heteroaryl Chlorides 控制催化剂形态实现室温钯催化芳基和杂芳基氯化物胺化

IF 4.4 2区化学

Advanced Synthesis & Catalysis Pub Date : 2025-04-15 DOI: 10.1002/adsc.202401337

Mariur Rodriguez Moreno , Mary L. Setelin , Joshua D. Hansen , James L. Corey , Kirt L. Noble , Lillian R. Stillwell , Emily Angell , Olivia A. Stubbs , Jugal Kumawat , Carlos S. Muñoz Gomez , Stacey J. Smith , Daniel H. Ess , David J. Michaelis

{"title":"Controlling Catalyst Speciation to Achieve Room Temperature Pd‐Catalyzed Aminations with Aryl and Heteroaryl Chlorides","authors":"Mariur Rodriguez Moreno , Mary L. Setelin , Joshua D. Hansen , James L. Corey , Kirt L. Noble , Lillian R. Stillwell , Emily Angell , Olivia A. Stubbs , Jugal Kumawat , Carlos S. Muñoz Gomez , Stacey J. Smith , Daniel H. Ess , David J. Michaelis","doi":"10.1002/adsc.202401337","DOIUrl":"10.1002/adsc.202401337","url":null,"abstract":"<div><div>The amination of aryl halides with palladium catalysts (Buchwald‐Hartwig amination) is a widely used transformation in synthetic and drug discovery chemistry. In this report, we demonstrate that a monometallic 2‐phosphinoimidazole Pd catalyst exhibits comparable or enhanced reactivity when compared to all ligands screened for room temperature amination of aryl chlorides with secondary amines. The di‐tert‐butylphosphine derivative showed extremely high reactivity while the di‐isopropyl variant led to almost complete loss of catalytic activity. Computational and experimental mechanistic and kinetic studies indicate that a monometallic Pd structure rather than a bimetallic Pd structure is key to fast catalysis. The di‐tert‐butylphosphine ligand has fast catalysis because it thermodynamically disfavors the formation of a much less active bimetallic Pd complex. A wide substrate scope is demonstrated for the arylation of secondary amines with aryl chlorides using our new catalyst system.</div></div>","PeriodicalId":118,"journal":{"name":"Advanced Synthesis & Catalysis","volume":"367 8","pages":"Article e202401337"},"PeriodicalIF":4.4,"publicationDate":"2025-04-15","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142986776","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

引用次数: 0

Base‐Mediated Four‐Component Intramolecular Cyclization Reaction: One‐Pot Access to Imidazole‐4‐(2H)‐Ones 碱介导的四组分分子内环化反应：咪唑- 4 - (2H) -酮的一罐途径

IF 4.4 2区化学

Advanced Synthesis & Catalysis Pub Date : 2025-04-15 DOI: 10.1002/adsc.202401433

Ganesh P. Pawar , Indrajeet J. Barve , Li‐Ching Shen , Chung‐Ming Sun

引用次数: 0

Synthesis of Layered Copper‐Based 2D‐MOFs for Enhanced Catalytic Regioselective Phosphorylation of Alkynes and P−H Bonds 层状铜基2D-MOFs的合成及其对炔烃和P-H键催化区域选择性磷酸化的影响

IF 4.4 2区化学

Advanced Synthesis & Catalysis Pub Date : 2025-04-15 DOI: 10.1002/adsc.202401414

Shipan Xu , Biquan Xiong , Minjing Yuan , Weifeng Xu , Renfeng Cao , Fan Cao , Longzhi Zhu , Shuang‐Feng Yin

{"title":"Synthesis of Layered Copper‐Based 2D‐MOFs for Enhanced Catalytic Regioselective Phosphorylation of Alkynes and P−H Bonds","authors":"Shipan Xu , Biquan Xiong , Minjing Yuan , Weifeng Xu , Renfeng Cao , Fan Cao , Longzhi Zhu , Shuang‐Feng Yin","doi":"10.1002/adsc.202401414","DOIUrl":"10.1002/adsc.202401414","url":null,"abstract":"<div><div>A functionalized heterogeneous Cu‐based metal‐organic framework (Cu‐2D‐MOF) was synthesized through the reaction of Cu(NO<sub>3</sub>)<sub>2</sub> ⋅ 3H<sub>2</sub>O with 2,3,5,6‐tetrafluoroterephthalic acid and 4,4′‐bipyridine. The synthesized material underwent comprehensive characterization using various techniques, including FT‐IR spectroscopy, N<sub>2</sub> physical adsorption, scanning electron microscopy (SEM), and X‐ray photoelectron spectroscopy (XPS). Subsequently, the catalytic performance of Cu‐2D‐MOFs was assessed in the hydrophosphorylation and aerobic oxidative dehydrogenative coupling reactions involving alkynes and P−H bonds. The catalyst demonstrated remarkable catalytic activity in both transformations, effectively yielding a wide variety of (<em>E</em>)‐alkenyl‐phosphoryl and alkynyl‐phosphoryl compounds, respectively. Notably, the incorporation of this MOF material facilitated the phosphorylation reaction to proceed seamlessly, eliminating the necessity for supplementary small molecular organic ligands. Furthermore, the catalyst demonstrated ease of recovery and recyclability through a simple recovery process. Employing a systematic approach of sequential control experiments, we have delineated the potential transformation pathway of the reaction and consequently hypothesized a probable reaction mechanism for the observed transformation.</div></div>","PeriodicalId":118,"journal":{"name":"Advanced Synthesis & Catalysis","volume":"367 8","pages":"Article e202401414"},"PeriodicalIF":4.4,"publicationDate":"2025-04-15","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143031276","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

引用次数: 0

Photo‐Induced Oxidative C−H Esterification of Quinoxalinones with Arylaldehydes under Mild Conditions 温和条件下喹啉酮与芳醛的光诱导C-H氧化酯化反应

IF 4.4 2区化学

Advanced Synthesis & Catalysis Pub Date : 2025-04-15 DOI: 10.1002/adsc.202500018

Kai Zheng , Zhaoyang Wang , Yacong Wang , Chao Chen , Chao Shen

引用次数: 0