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Homogeneous Light-Driven Catalytic Direct Carboxylation with CO2

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Chinese Journal of Chemistry 2018年第6期36卷 545-554页

作者： Fen Tan guoyin yin Hubei Key Laboratory of Purification and Application of Plant Anti-cancer Active Ingredients Hubei University of Education Wuhan Hubei 430205 China The Institute for Advanced Studies Wuhan University Wuhan Hubei430072 China

Carbon dioxide is a ubiquitous and inexpensive one-carbon source for chemical synthesis, and the efficient incorporation of CO2 into organic molecules is of widespread research interest both for economic and ecological reasons. The methodologies to employ carbon dioxide as a single-carbon unit to construct molecules relevant for agrochemical and pharmaceutical research include many elegant approaches, including asymmetric transformations. Even though remarkable achievements have been made in the field of light-driven catalysis, especially photoredox catalysis, homogeneous light-driven catalytic carboxylation by employing CO2 as the key reagent has only become a subject of increasing attention in recent years. Therefore, this concise review will discuss the latest advances in this research area.

关键词： homogeneous catalysis photocatalysis green chemistry carboxylation carbon dioxide

Stereoselective Synthesis of 2-Deoxy-α-N-Glycosides from Glycals with 1,4,2-Dioxazol-5-ones

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Chinese Journal of Chemistry 2024年第18期42卷 2147-2152页

作者： Zhenpeng Shen guoyin yin Yangyang Li The Institute for Advanced Studies Wuhan UniversityWuhanHubei 430072China

The synthesis of N-glycosides has received significant attention due to their crucial role in carbohydrate *** considerable advancements developed in the construction of N-glycosides,methods for the stereoselective construction of 2-deoxy-α-N-glycosides are still ***,we disclosed a nickel-catalyzed hydroamination of glycals under mild *** transformation could allow for the stereoselective synthesis of an array of 2-deoxy-α-N-glycosides with excellentα-***-catalyzed glycosylation reactions,particularly those involving anomeric C(sp")-metal bond formation,have proven to be an effective and stereoselective strategy for producing various ***,with highlight of the application of this reaction,y-sugar amino acidderivatives weresynthesized.

关键词： 2-Deoxy-α-N-glycosides Nickel catalysis Stereoselectivity Glycals Hydroamination Amides Glycosylation Alkenes ComprehensiveSummary

1,1-Regioselective alkenylboration of styrenes enabled by palladium catalysis

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Chinese Chemical Letters 2023年第8期34卷 175-179页

作者： Dong Wu Hailiang Pang guoyin yin The Institute for Advanced Studies Wuhan UniversityWuhan 430072China

Despite the 1,2-difunctionalization reactions of styrenes have been well developed, the 1,1-regioselective addition reaction remains challenging. We disclose herein a palladium-catalyzed, highly 1,1-regioselective alkenylboration of styrenes by using alkenyl triflates and a diboron reagent as the coupling partners. A wide scope of styrenes derivatives and alkenyl triflates participate this reaction to provide the corresponding allyl boronates with high regioisomeric ratios. The success of this reaction is ascribed to the application of 1,10-phenanthroline-derivated ligand and the addition of ammonium chloride salt. Moreover, acrylate esters can also selectively afford the 1,1-alkenylboration products under the same reaction conditions.

关键词： Styrenes 1,1-Regioselectivity Chain-walking Palladium catalysis Allyl boronates

Recent advances in the synthesis of 1,1-diarylalkanes by transitionmetal catalysis

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Science China Chemistry 2021年第4期64卷 513-533页

作者： Md.Belal Zheqi Li Xiuqiang Lu guoyin yin The Institute for Advanced Studies Wuhan UniversityWuhan 430072China School of Ocean Science and Biochemistry Engineering Fuqing Branch of Fujian Normal UniversityFuzhou 350300China

1,1-Diaryl moieties are core structures in a wide range of bioactive and pharmaceutical ***-metal catalysis is a convenient approach to accessing these invaluable compounds affording high yields and *** review summarizes 1,1-diarylalkanes synthesis through transition metal *** focus is given to recent developments,such as reductive cross-electrophile couplings,benzylic C–H bond arylation,transformations involving metal migration,asymmetric hydrogenation of 1,1-diarylalkenes and three-component coupling reactions.

关键词： transition metal catalysis 1,1-diarylalkanes

Catalyst-controlled regiodivergent 1,2-difunctionalization of alkenes with two carbon-based electrophiles

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Science China Chemistry 2022年第3期65卷 514-520页

作者： Md.Belal Zheqi Li Lei Zhu guoyin yin Institute for Advanced Studies Wuhan UniversityWuhan 430072China Institute of Biomedical Materials Industry Technology Hubei Engineering UniversityWuhan 430074China

Regiodivergent catalysis provides an efficient strategic approach for the construction of architecturally different molecules from the same starting materials. In this field, the intermolecular regiodivergent 1,2-difunctionalization of alkenes with two electrophiles is still a challenging task. A ligand-controlled, nickel-catalyzed regiodivergent dicarbofunctionalization of alkenes using both aryl/vinyl halides and acetals as electrophiles under mild reductive reaction conditions has been accomplished. This study provides a general approach to accessing both β-methoxyl esters and γ-methoxyl esters from readily available acrylates,aryl halides and acetals. Experimental mechanistic evidence supports that the difference in regioselective outcomes is attributed to the ligand tuning the reactivity of the nickel catalyst, which results in different catalytic cycles operating for these two reaction conditions.

关键词： divergent catalysis difunctionalization of alkenes regioselectivity carbon electrophiles nickel catalysis

Nickel-Catalyzed Stereoselective Migratory Carboboration of 1,4-Cyclohexadiene

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Chinese Journal of Chemistry 2024年第4期42卷 356-362页

作者： Yaoyu Ren Lujin Wang Chao Ding Yangyang Li guoyin yin The Institute for Advanced Studies Wuhan UniversityWuhanHubei430072 China

Multi-substituted cyclohexanes play a crucial role as scaffolds in bioactive *** significant progress has been made in synthesizing substituted cyclohexanes,methods for the stereoselective assembly of 1,3-disubstituted cyclohexanes remain *** study presents a novel approach involving nickel catalysis to achieve stereoselective carboboration of 1,*** innovative process allows for the simultaneous introduction of a boron group and an aryl or an alkyl fragment into the 1,4-cyclohexadiene framework under mild conditions,with exclusive regioselectivity and excellent cis *** resulting products feature a double carbon bond and the incorporation of the boron group,offering significant potential for subsequent transformations and downstream applications.

关键词： 1,4-Cyclohexadiene Carboboration Nickel Chain-walking Stereoselectivity Difunctionalization

Modular Synthesis of Diarylalkanes by Nickel-Catalyzed 1,1-Diarylation of Unactivated Terminal Alkenes

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CCS Chemistry 2021年第1期3卷 576-582页

作者： Zheqi Li Dong Wu Chao Ding guoyin yin The Institute for Advanced Studies Wuhan UniversityWuhan 430072Hubei Province

A nickel-catalyzed 1,1-diarylation of electronically unbiased alkenes has been developed,providing straightforward access to diarylalkanes from readily available ***,both the efficiency and the regioselectivity of this transformation are ensured by reaction conditions,rather than the coordinating group of *** also demonstrate that under balloon pressure,ethylene and propylene can also be utilized as *** mechanistic experiments suggest that this transformation involves a Ni(0)/Ni(Ⅱ)catalytic cycle rather than a Ni(Ⅰ)/Ni(Ⅲ)cycle.

关键词： alkene difunctionalization 1 1-regioselectivity diarylation directing-group free diarylalkanes

Stereoselective synthesis of 2-deoxy-α-C-glycosides from glycals

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Chinese Chemical Letters 2024年第12期35卷 422-426页

作者： Hongjin Shi guoyin yin Xi Lu Yangyang Li The Institute for Advanced Studies Wuhan UniversityWuhan 430072China School of Chemistry and Materials Science University of Science and Technology of ChinaHefei 230026China

2-Deoxy-α-C-Glycosides are a significant class of carbohydrates found in numerous bioactive molecules and *** a concise strategy for the assembly of theseα-configured C-glycosides is crucial in the field of carbohydrate ***,current methods are restricted to the utilization of glycosyl radical precursors,which are required for ***,we present a novel approach for the synthesis of 2-deoxy-α-C-glycosides using a nickel-catalyzed stereoselective coupling reaction with commercially available ***,this method circumvents the preparation for diverse glycosyl radical *** developed protocol exhibits a broad substrate scope and remarkable stereoselectivity under mild reaction ***,the raw materials required for this process are readily accessible,eliminating the necessity for pre-functionalization modifications of the glycosyl substrates and ensuring high atomic economy.

关键词： Nickel catalysis Stereoselectivity 2-Deoxy-α-C-glycosides Glycals Cross-coupling reaction

镍催化非活化烯烃的三组分不对称氟烷基芳基化反应

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有机化学 2020年第9期40卷 3014-3016页

作者：魏红阴国印武汉大学高等研究院武汉430072

过渡金属催化的烯烃双官能团化可以一步形成两个化学键,是快速构建复杂结构单元的有效方法之一[1].近年来,过渡金属催化烯烃的三组分双官能团化的研究在合成领域受到了较大关注[2].由于非活化烯烃具有低反应性、低极化率和β-H消除的趋... 详细信息

过渡金属催化的烯烃双官能团化可以一步形成两个化学键,是快速构建复杂结构单元的有效方法之一[1].近年来,过渡金属催化烯烃的三组分双官能团化的研究在合成领域受到了较大关注[2].由于非活化烯烃具有低反应性、低极化率和β-H消除的趋势高等特点.

关键词：芳基化反应过渡金属催化双官能团化镍催化三组分氟烷基化学键结构单元