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Nickel-Catalyzed LiCl-Controlled Switchable Carboxylation of Aryl C—F Bonds with One or Two Molecules of CO2 镍催化氯化锂控制的芳基C-F键与1或2分子CO2的可切换羧基化反应
IF 5.5 1区 化学
Chinese Journal of Chemistry Pub Date : 2025-03-07 DOI: 10.1002/cjoc.202401208
Chunzhe Pei, Shanglin Han, Hanxuan Wu, Bin Li, Baiquan Wang
{"title":"Nickel-Catalyzed LiCl-Controlled Switchable Carboxylation of Aryl C—F Bonds with One or Two Molecules of CO2","authors":"Chunzhe Pei,&nbsp;Shanglin Han,&nbsp;Hanxuan Wu,&nbsp;Bin Li,&nbsp;Baiquan Wang","doi":"10.1002/cjoc.202401208","DOIUrl":"https://doi.org/10.1002/cjoc.202401208","url":null,"abstract":"<div>\u0000 \u0000 <p>The use of CO<sub>2</sub> as a renewable C1 source for the synthesis of value-added chemicals can contribute to a more sustainable chemistry. In this work, a nickel-catalyzed amide-directed carboxylation of aryl C−F bonds with CO<sub>2</sub> has been developed. The reaction is switchable controlled by LiCl to react with one or two molecules of CO<sub>2</sub> to afford valuable phthalimides or α-hydroxycarboxylic acid derivatives. Further study shows that the reaction is a step-by-step process. The first step is a nickel-catalyzed carboxylation of aryl C−F bonds with CO<sub>2</sub> and tandem cyclization to afford phthalimides. The second step is a nickel-catalyzed C−N bond carboxylation of phthalimides with CO<sub>2</sub>, and intramolecular nucleophilic addition of amide anion to the carbonyl. The carboxylation of phthalimides with CO<sub>2</sub> is also developed based on this reaction. The work features inert C−F bond functionalization, amide C−N bond activation, and multiple CO<sub>2</sub> incorporation. Mechanistic studies indicate that the azanickelacycle intermediates play an important role, and LiCl facilitates the reduction of Ni(II) to Ni(I) and promotes the carboxylation with the second molecule of CO<sub>2</sub>. This protocol provides an efficient route for C−F bond functionalization under mild conditions via the chemical fixation of one or two molecules of CO<sub>2</sub>.</p>\u0000 <p>\u0000 </p>\u0000 </div>","PeriodicalId":151,"journal":{"name":"Chinese Journal of Chemistry","volume":"43 11","pages":"1255-1262"},"PeriodicalIF":5.5,"publicationDate":"2025-03-07","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143896918","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":1,"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
Enantioselective Synthesis of Planar/Multiple Chiral [n]Cyclophanes through Asymmetric Allylation 不对称烯丙基化对映选择性合成平面/多重手性[n]环烷
IF 5.5 1区 化学
Chinese Journal of Chemistry Pub Date : 2025-03-07 DOI: 10.1002/cjoc.202500010
Ziyang Wang, Xin-Xin Zhang, Yidan Sun, Hanliang Zheng, Xin Li
{"title":"Enantioselective Synthesis of Planar/Multiple Chiral [n]Cyclophanes through Asymmetric Allylation","authors":"Ziyang Wang,&nbsp;Xin-Xin Zhang,&nbsp;Yidan Sun,&nbsp;Hanliang Zheng,&nbsp;Xin Li","doi":"10.1002/cjoc.202500010","DOIUrl":"https://doi.org/10.1002/cjoc.202500010","url":null,"abstract":"<div>\u0000 \u0000 <p>Planar-chiral cyclophanes with carbon-centered chirality are important targets in natural products and pharmaceuticals. However, synthesizing such planar chiral cyclophanes with two stereogenic elements via a one-step asymmetric reaction remains a formidable challenge. Herein, we present an efficient kinetic resolution method for synthesizing planar-chiral [<i>n</i>]cyclophanes with carbon-centered chirality. This is achieved through the enantioselective allylation of racemic aldehyde [<i>n</i>]cyclophanes catalyzed by Bi(OAc)<sub>3</sub> and chiral phosphoric acid. The reaction delivers planar-chiral [<i>n</i>]cyclophanes and multiple chiral [<i>n</i>]cyclophanes with high yields and excellent enantioselectivities, showcasing remarkable kinetic resolution efficiency (<i>s</i> factor up to 292). The broad substrate scope, scalability, and potential for derivatization highlight the value of this methodology. DFT calculations have also been performed to provide insights into the origin of the experimentally observed diastereo- and enantioselectivity for this reaction.</p>\u0000 <p>\u0000 </p>\u0000 </div>","PeriodicalId":151,"journal":{"name":"Chinese Journal of Chemistry","volume":"43 11","pages":"1263-1270"},"PeriodicalIF":5.5,"publicationDate":"2025-03-07","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143896933","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":1,"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
Selective 6π-Electrocyclization of N-Vinyl-α,β-Unsaturated Nitrones to Prepare Polysubstituted Pyridine Derivatives n -乙烯基-α，β-不饱和硝基选择性6π电环化制备多取代吡啶衍生物
IF 5.5 1区 化学
Chinese Journal of Chemistry Pub Date : 2025-03-07 DOI: 10.1002/cjoc.202401287
Li-Yao Ding, Yan-Jiao Lu, Jin-Hong Pang, Hai-Fang Lin, Chun-Hua Chen, Hong-Yan Bi, Dong-Liang Mo
{"title":"Selective 6π-Electrocyclization of N-Vinyl-α,β-Unsaturated Nitrones to Prepare Polysubstituted Pyridine Derivatives","authors":"Li-Yao Ding,&nbsp;Yan-Jiao Lu,&nbsp;Jin-Hong Pang,&nbsp;Hai-Fang Lin,&nbsp;Chun-Hua Chen,&nbsp;Hong-Yan Bi,&nbsp;Dong-Liang Mo","doi":"10.1002/cjoc.202401287","DOIUrl":"https://doi.org/10.1002/cjoc.202401287","url":null,"abstract":"<div>\u0000 \u0000 <p>Herein, we have developed a facile method for the synthesis of various polysubstituted pyridine derivatives through selective 6π-electrocyclization of <i>N</i>-vinyl-<i>α</i>,<i>β</i>-unsaturated nitrones. It was found that gold catalysts promoted carbon-6π-electrocyclization of <i>N</i>-vinyl-<i>α</i>,<i>β</i>-unsaturated nitrones to afford 6-alkenyl pyridine <i>N</i>-oxides in 43%—75% yields, whereas copper catalysts facilitated oxygen-6π-electrocyclization to give 6-epoxy pyridines in 41%—83% yields. The present method features broad substrate scope, good functional group tolerance, high cyclization selectivity, and diversity of polysubstituted pyridine scaffolds.</p>\u0000 <p>\u0000 </p>\u0000 </div>","PeriodicalId":151,"journal":{"name":"Chinese Journal of Chemistry","volume":"43 11","pages":"1287-1292"},"PeriodicalIF":5.5,"publicationDate":"2025-03-07","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143896998","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":1,"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
Neutral Chalcogen Bonding Enabled Photoinduced Cross-Electrophile C—S/Se Coupling of Aryl Iodides via SRN1 Process 中性碳键激活SRN1工艺光致交叉亲电试剂C-S /Se偶联芳基碘化物
IF 5.5 1区 化学
Chinese Journal of Chemistry Pub Date : 2025-03-07 DOI: 10.1002/cjoc.202401197
Yong-Liang Tu, Xiang Li, Bei-Bei Zhang, Gui-Ying Fu, Ling Zhou, Wei Gong, Xiang-Yu Chen
{"title":"Neutral Chalcogen Bonding Enabled Photoinduced Cross-Electrophile C—S/Se Coupling of Aryl Iodides via SRN1 Process","authors":"Yong-Liang Tu,&nbsp;Xiang Li,&nbsp;Bei-Bei Zhang,&nbsp;Gui-Ying Fu,&nbsp;Ling Zhou,&nbsp;Wei Gong,&nbsp;Xiang-Yu Chen","doi":"10.1002/cjoc.202401197","DOIUrl":"https://doi.org/10.1002/cjoc.202401197","url":null,"abstract":"<div>\u0000 \u0000 <p>Cross-coupling reactions between aryl halides and thiolates or selenolates typically require transition metals, photocatalysts, strong bases, or/and malodorous thiols/selenols, with various mechanisms proposed. This study aims to leverage a new application of neutral ChB to address these challenges and enable a very simple photoinduced cross-electrophile C—S/Se coupling using readily available chalcogen electrophiles. Mechanistic investigations have revealed the important role of neutral ChB in facilitating single electron transfer processes, thereby enabling the generation of thiolates/selenolates from stable chalcogen electrophiles and <i>α</i>-aminoalkyl radicals, which possess the capability to abstract halogen atoms from aryl iodides. Moreover, the study provided support for the radical nucleophilic substitution mechanism.</p>\u0000 <p>\u0000 </p>\u0000 </div>","PeriodicalId":151,"journal":{"name":"Chinese Journal of Chemistry","volume":"43 11","pages":"1299-1305"},"PeriodicalIF":5.5,"publicationDate":"2025-03-07","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143896917","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":1,"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
A Divergent Synthesis of Spiroindenes via Ligand-Controlled [3+2]/[4+2] Cycloadditions of Zwitterionic π-Propargyl Palladium Species with Benzofulvenes 用配体控制的[3+2]/[4+2]环加成的两性离子π-丙炔钯与苯并呋喃的发散合成螺苯醚
IF 5.5 1区 化学
Chinese Journal of Chemistry Pub Date : 2025-03-05 DOI: 10.1002/cjoc.202401301
Yongjie Long, Xianhua Zhong, Min Shi, Yin Wei
{"title":"A Divergent Synthesis of Spiroindenes via Ligand-Controlled [3+2]/[4+2] Cycloadditions of Zwitterionic π-Propargyl Palladium Species with Benzofulvenes","authors":"Yongjie Long,&nbsp;Xianhua Zhong,&nbsp;Min Shi,&nbsp;Yin Wei","doi":"10.1002/cjoc.202401301","DOIUrl":"https://doi.org/10.1002/cjoc.202401301","url":null,"abstract":"<div>\u0000 \u0000 <p>A divergent synthesis of spiroindenes through a palladium catalyzed cycloaddition between zwitterionic π-propargyl palladium species and benzofulvenes in moderate to good yields has been disclosed along with good functional group compatibility and a broad substrate universality. This protocol features a highly regioselective switchable process between [3+2] and [4+2] cycloadditions controlled by phosphine ligands with different bite angles. The reaction mechanism has been clarified by mechanistic studies and DFT calculations, rendering that the coordination modes of the ligands with the substrates and the bite angle of the ligands play critical roles in the product regioselectivity.</p>\u0000 <p>\u0000 </p>\u0000 </div>","PeriodicalId":151,"journal":{"name":"Chinese Journal of Chemistry","volume":"43 10","pages":"1181-1189"},"PeriodicalIF":5.5,"publicationDate":"2025-03-05","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143836202","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":1,"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
Inside Cover Picture 内页图片
IF 5.5 1区 化学
Chinese Journal of Chemistry Pub Date : 2025-03-01 DOI: 10.1002/cjoc.202590072
{"title":"Inside Cover Picture","authors":"","doi":"10.1002/cjoc.202590072","DOIUrl":"https://doi.org/10.1002/cjoc.202590072","url":null,"abstract":"<p>Enhanced H₂ dissociation and H spillover facilitates the <i>in situ</i> generation of Fe<sup>0</sup> at the Cu/Fe<sub>3</sub>O<sub>4</sub> catalyst interfaces, which promotes C<sub>2</sub>–C<sub>3</sub> production through a photothermal CO hydrogenation pathway powered by solar energy. More details are discussed in the article by Zhong <i>et al</i>. on pages 791—797.\u0000\u0000 <figure>\u0000 <div><picture>\u0000 <source></source></picture><p></p>\u0000 </div>\u0000 </figure></p>","PeriodicalId":151,"journal":{"name":"Chinese Journal of Chemistry","volume":"43 7","pages":"734"},"PeriodicalIF":5.5,"publicationDate":"2025-03-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://onlinelibrary.wiley.com/doi/epdf/10.1002/cjoc.202590072","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143521942","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":1,"RegionCategory":"化学","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)-Catalyzed Selective [4+2] Benzannulations of Pyridones with Alkenes: Diversity-Oriented Synthesis of a Novel Fluorescent Quinolinone Pd（II）催化吡啶酮与烯烃选择性[4+2]苯并环：一种新型荧光喹啉酮的合成
IF 5.5 1区 化学
Chinese Journal of Chemistry Pub Date : 2025-02-25 DOI: 10.1002/cjoc.202500045
Yiwei Xu, Yuanyuan Wang, Jing Li, Jinxiang Ye, Hui Miao, Qianwen Gao, Chenggui Wu
{"title":"Pd(II)-Catalyzed Selective [4+2] Benzannulations of Pyridones with Alkenes: Diversity-Oriented Synthesis of a Novel Fluorescent Quinolinone","authors":"Yiwei Xu,&nbsp;Yuanyuan Wang,&nbsp;Jing Li,&nbsp;Jinxiang Ye,&nbsp;Hui Miao,&nbsp;Qianwen Gao,&nbsp;Chenggui Wu","doi":"10.1002/cjoc.202500045","DOIUrl":"https://doi.org/10.1002/cjoc.202500045","url":null,"abstract":"<div>\u0000 \u0000 <p>Herein, an intermolecular palladium(II)-catalyzed regioselective [4+2] benzannulation reaction capable of converting 2-pyridones into quinolinones was developed using electron-deficient alkenes as two-carbon units. An examination of the reaction mechanism indicated that the extension from 2-pyridone to quinolinone was likely facilitated through a series of sequential C—H activation reactions or 6π electrocyclization, culminating in dehydrogenative aromatization. This method of diversity-oriented synthesis of quinolinone derivatives is characterized by a broad substrate scope, atom economy, and excellent chemical selectivity. In addition, these quinolinone derivatives exhibit fluorescent absorption within the visible-light spectrum, which makes them suitable candidates for the development of innovative fluorescent probes.</p>\u0000 <p>\u0000 </p>\u0000 </div>","PeriodicalId":151,"journal":{"name":"Chinese Journal of Chemistry","volume":"43 11","pages":"1239-1245"},"PeriodicalIF":5.5,"publicationDate":"2025-02-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143897232","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":1,"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
Direct Decarboxylative Phosphorylation of α-Amino Acids via Continous-Flow Electrochemistry 通过连续流电化学直接脱羧磷酸化α-氨基酸
IF 5.5 1区 化学
Chinese Journal of Chemistry Pub Date : 2025-02-24 DOI: 10.1002/cjoc.202400256
Zhao-Yu Li, Na Chen, Hai-Chao Xu
{"title":"Direct Decarboxylative Phosphorylation of α-Amino Acids via Continous-Flow Electrochemistry","authors":"Zhao-Yu Li,&nbsp;Na Chen,&nbsp;Hai-Chao Xu","doi":"10.1002/cjoc.202400256","DOIUrl":"https://doi.org/10.1002/cjoc.202400256","url":null,"abstract":"<div>\u0000 \u0000 <p>Herein we present a novel electrochemical method for the direct decarboxylative phosphorylation of α-amino acids to α-amino phosphonates, a key structural element in various biologically active compounds. This method bypasses the need for strong chemical oxidants and 2-step processes involving preliminary conversions, making it a more straightforward synthetic tool. Key to the success of the method is to establish a microenvironment on the anode surface in an acidic solution to facilitate selective anodic decarboxylation and subsequent C–P formation. The electrosynthetic process in continuous flow ensures benign conditions and excellent scalability through continuous production with parallel reactors.</p>\u0000 <p>\u0000 </p>\u0000 </div>","PeriodicalId":151,"journal":{"name":"Chinese Journal of Chemistry","volume":"43 10","pages":"1167-1172"},"PeriodicalIF":5.5,"publicationDate":"2025-02-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143836369","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":1,"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
Energy Transfer-Mediated, Triplet Excited State Proton Transfer-Enabled Dearomatization of Indole Derivatives with Amide Functionalities 具有酰胺官能团的吲哚衍生物的能量转移介导的三重态激发态质子转移脱芳化
IF 5.5 1区 化学
Chinese Journal of Chemistry Pub Date : 2025-02-24 DOI: 10.1002/cjoc.202401146
Li Yang, Yi Pan, Peng Zhang, Liping Shi, Sheng Huang, Yijing Shu, Zhijie Zhang, Yimou Gong, Li Wang, Kai-Chung Lau, Qiang Fu
{"title":"Energy Transfer-Mediated, Triplet Excited State Proton Transfer-Enabled Dearomatization of Indole Derivatives with Amide Functionalities","authors":"Li Yang,&nbsp;Yi Pan,&nbsp;Peng Zhang,&nbsp;Liping Shi,&nbsp;Sheng Huang,&nbsp;Yijing Shu,&nbsp;Zhijie Zhang,&nbsp;Yimou Gong,&nbsp;Li Wang,&nbsp;Kai-Chung Lau,&nbsp;Qiang Fu","doi":"10.1002/cjoc.202401146","DOIUrl":"https://doi.org/10.1002/cjoc.202401146","url":null,"abstract":"<div>\u0000 \u0000 <p>The dearomatization of indole derivatives bearing amide functionalities presents a significant challenge due to the inherent stability of the amide carbonyl group, resulting from nitrogen lone-pair delocalization that imparts increased resonance stabilization. In this study, we report a visible-light photocatalytic intramolecular dearomatization of indole derivatives with amide groups, achieving the synthesis of spiroindolines <i>via</i> energy transfer. This method enables the efficient formation of a range of hydroxyl-substituted spiroindolines in moderate to high yields, with excellent diastereoselectivity (&gt; 20 : 1) under mild reaction conditions. Control experiments confirmed the involvement of an energy transfer pathway in the reaction mechanism. Density Functional Theory (DFT) calculations further revealed π-π stacking interactions between the indole core and pyridine ring, along with the strengthening of hydrogen bonding between the pyridine nitrogen and hexafluoroisopropanol (HFIP) in the excited state. These interactions facilitated the energy transfer-mediated triplet excited state intermolecular proton transfer (T-ESPT), crucial for activating the otherwise amide functionality. This protocol represents a rare example of harnessing the reactivity of amide groups for dearomative transformations.</p>\u0000 <p>\u0000 </p>\u0000 </div>","PeriodicalId":151,"journal":{"name":"Chinese Journal of Chemistry","volume":"43 10","pages":"1129-1134"},"PeriodicalIF":5.5,"publicationDate":"2025-02-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143836370","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":1,"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
Dual Cu/Ir Catalyzed Asymmetric Allylation and Pictet-Spengler Cyclization: Stereodivergent Access to Chiral Indole Fused 9-Azabicyclo[4.2.1]nonanes† 双Cu/Ir催化的不对称烯丙化和picet - spengler环化：手性吲哚融合9-氮杂环壬烷[4.2.1]的立体分散途径
IF 5.5 1区 化学
Chinese Journal of Chemistry Pub Date : 2025-02-24 DOI: 10.1002/cjoc.202500016
Xin-Lian Liu, Lu Xiao, Yi Liu, Yan Li, Zuo-Fei Wang, Xin Chang, Xiu-Qin Dong, Chun-Jiang Wang
{"title":"Dual Cu/Ir Catalyzed Asymmetric Allylation and Pictet-Spengler Cyclization: Stereodivergent Access to Chiral Indole Fused 9-Azabicyclo[4.2.1]nonanes†","authors":"Xin-Lian Liu,&nbsp;Lu Xiao,&nbsp;Yi Liu,&nbsp;Yan Li,&nbsp;Zuo-Fei Wang,&nbsp;Xin Chang,&nbsp;Xiu-Qin Dong,&nbsp;Chun-Jiang Wang","doi":"10.1002/cjoc.202500016","DOIUrl":"https://doi.org/10.1002/cjoc.202500016","url":null,"abstract":"<div>\u0000 \u0000 <p>Nitrogen-containing bridged-heterocycles and indoles are key subunits of many natural products and pharmacologically active molecules. We herein present a bimetallic Cu/Ir catalyzed asymmetric allylation of ketimine esters and (<i>E</i>)-4-indolyl allyl carbonates followed by acid-promoted Pictet-Spengler cyclization sequences, enabling stereodivergent synthesis of chiral indole fused 9-azabicyclo[4.2.1]nonanes containing an eight-membered ring with one tertiary and two quaternary stereogenic centers. This one-pot sequential protocol features step economy, good substrate tolerance, and excellent stereoselective control.</p>\u0000 <p>\u0000 </p>\u0000 </div>","PeriodicalId":151,"journal":{"name":"Chinese Journal of Chemistry","volume":"43 11","pages":"1223-1229"},"PeriodicalIF":5.5,"publicationDate":"2025-02-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143897162","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":1,"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
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