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| 1 | Transition-metal-free hydroamination/defluorination/cyclization of perfluoroalkyl alkynes with amidines显示文摘An efficient defluorinative net-[3+3]-cyclization strategy for the construction of perfluoroalkyl-substituted pyrimidine derivatives by using a series of perfluoroalkyl alkynes and amidines as starting materials was developed.The present reaction proceeded successfully under transition-metal-free conditions to form two new C–N bonds and a new heterocyclic ring through a sequence of hydroamination,defluorination,and annulation.The desired pyrimidines could be obtained with good functional group tolerance and moderate to good yields.Moreover,the distinctive fluorine effects of perfluoroalkyl substituents are vital for tuning the reactivity of alkynes for the anticipated defluorinative annulation.The pendantπsystem would lower associated bond dissociation energy significantly compared to that of a nonactivated C(sp^(3))–F bond. | Li-Wen Sun Zi-Lun Yu Xin-Long Luo Mengtao Ma Zhi-Liang Shen Xue-Qiang Chu | 2022 | Organic Chemistry Frontiers2022，9，1： | 1 |
| 2 | Visible-light-induced direct 3-ethoxycarbonyl- methylation of 2-aryl-2H-indazoles in water显示文摘A visible-light-driven rhodamine B-catalyzed transition-metal-free 3-ethoxycarbonylmethylation of 2-aryl-2H-indazoles and imidazo[1,2-a]pyridines(40 examples)using commercially availableα-bromoesters was realized in water.This protocol features sustainability,operational simplicity,mild reaction conditions,and remarkable substrate scope.Importantly,α-bromoamides are also appropriate substrates for affording 3-carbamylmethylation products.It could be used for the synthesis of the drug zolpidem and the late-stage modification of natural products. | Chun-Hua Ma Lu Zhao Xing He Yu-Qin Jiang Bing Yu | 2022 | Organic Chemistry Frontiers2022，9，5： | 1 |
| 3 | Palladium-catalyzed direct construction of oxazoline-containing polycyclic scaffolds via tandem addition/cyclization of nitriles and arylboronic acids显示文摘An efficient construction of oxazoline-containing polycyclic scaffolds is presented through a Pd-catalyzed addition/cyclization of(hetero)arene tethered O-acyl cyanohydrin units and arylboronic acids.Diverse oxazoline-containing polycyclic compounds can be prepared in good to high yields under mild reaction conditions.This method can be extended to prepare multi-substituted polycyclic heterocyclic compounds via a Pd-catalyzed addition/cyclization/arylation tandem sequence using arylboronic acid and different heteroarene scaffolds such as thiophene,pyrrole and furan analogues. | Shu-Qiang Cui Na Cheng Qian-Qian Ma Zhong-Lin Wei Wei-Wei Liao | 2022 | Organic Chemistry Frontiers2022，9，1： | 1 |
| 4 | Coordination-assisted, transition-metal-catalyzed enantioselective desymmetric C–H functionalization显示文摘Transition-metal-catalyzed asymmetric C–H functionalization has gradually emerged as a powerful tool for the creation of structural and chiral complexity in an atom-and step-economical fashion.The nature of this strategy provides a variety of methodologies to overcome the limitation of enantioselective desym-metrization caused by the synthesis of preformed multifunctional symmetric substrates. | Xin Yu Zhuo-Zhuo Zhang Jun-Long Niu Bing-Feng Shi | 2022 | Organic Chemistry Frontiers2022，9，5： | 1 |
| 5 | Efficient enantioselective synthesis of CF_(2)Hcontaining dispiro[benzo[b]thiophene-oxindolepyrrolidine]s via organocatalytic cycloaddition显示文摘An efficient and practical organocatalytic asymmetric[3+2]cycloaddition of difluoromethylated ketoimines and methyleneindolinones catalyzed by a quinine-derived squaramide has been disclosed.Under mild conditions,a broad range of CF_(2)H-containing dispiro[benzo[b]thiophene-oxindole-pyrrolidine]s bearing four adjacent chiral centers including two vicinal spiro quaternary stereocenters were obtained in high yields(up to 99%yield)with excellent diastereoselectivities(>20:1 dr,in all cases)and enantioselectivities(up to 99%ee). | Yabo Deng Yongzhen Li Yalan Wang Shuo Sun Sichao Ma Pengfei Jia Wenguang Li Kairong Wang Wenjin Yan | 2022 | Organic Chemistry Frontiers2022，9，1： | 1 |
| 6 | Eugenunilones A-H:rearranged sesquiterpenoids from Eugenia uniflora显示文摘Six rearranged sesquiterpenoid dimers and monomers with four types of new skeletons,meso-eugenunilone A(meso-1),(+)-and(−)-eugenunilones B−F[(+)-and(−)-2-6],along with two new biogenetically related members(+)-and(−)-eugenunilones G−H[(+)-and(−)-7 and 8]and a known one(9),were isolated from the fruits of Eugenia uniflora. | Mu Chen Jia-Qing Cao Song Ang Ting-Ni Zeng Ni-Ping Li Tang-Jia Yang Jun-Shan Liu Yan Wu Wen-Cai Ye Lei Wang | 2022 | Organic Chemistry Frontiers2022，9，3： | 1 |
| 7 | Asymmetric catalytic nitrooxylation and azidation of β-keto amides/esters with hypervalent iodine reagents显示文摘Chiral Lewis acid-catalyzed enantioselective nitrooxylation of cyclic and acyclicβ-keto amides/esters with hypervalent iodine(III)reagents is reported.A number ofα-nitrooxy-β-keto amides/esters were obtained with good yields and high enantioselectivities by using bench-stable nitratobenziodoxole under mild conditions. | Changqiang He Zhikun Wu Yuqiao Zhou Weidi Cao Xiaoming Feng | 2022 | Organic Chemistry Frontiers2022，9，3： | 1 |
| 8 | Euphorstranoids A and B,two highly rearranged ingenane diterpenoids from Euphorbia stracheyi:structural elucidation,chemical transformation,and lipid-lowering activity显示文摘Euphorstranoids A(1)and B(2),two highly rearranged ingenane diterpenoids with an unusual 5/6/7/3 carbon ring system,were isolated from Euphorbia stracheyi.Their structures were determined by a combination of spectral,chemical,and X-ray diffraction methods.The plausible biosynthetic pathway of 1 and 2 was proposed and chemically mimicked.Compounds 1 and 2 significantly inhibited the triglyceride(TG)level in 3T3-L1 adipocytes via retarding cell adipogenesis at the early stage. | Fang-Yu Yuan Yue-Hua Pan Ai-Ping Yin Wei Li Dong Huang Xue-Long Yan Shu-Qi Wu Gui-Hua Tang Rong Pu Sheng Yin | 2022 | Organic Chemistry Frontiers2022，9，3： | 1 |
| 9 | Selective 1,4-arylsulfonation of 1,3-enynes via photoredox/nickel dual catalysis显示文摘A photoredox/nickel-catalyzed selective 1,4-arylsulfonation of 1,3-enynes to access structurally diverse sulfone-containing allenes has been established.This radical cascade transformation featured easy manipulation,mild conditions,low catalyst loading,broad substrate scope,and large-scale synthesis.The preliminary mechanistic studies indicated a possible radical-relay process enabled by the radical capture of nickel(0)species. | Chao Li Duo-Duo Hu Ruo-Xing Jin Bing-Bing Wu Cheng-Yu Wang Zhuofeng Ke Xi-Sheng Wang | 2022 | Organic Chemistry Frontiers2022，9，3： | 1 |
| 10 | Electrochemical radical C(sp^(3))-H arylation of xanthenes with electron-rich arenes显示文摘C(sp^(3))-H arylation has recently emerged as a powerful strategy involving new carbon-carbon bond formation for synthesizing complex organic molecules.We herein describe an efficient electrochemical C(sp^(3))-H arylation of xanthenes with arenes proceeding via a radical pathway.A series of 9-aryl-9Hxanthenes were observed to have been produced in the presence of a carbon anode. | Bin Wei Jing-Hao Qin Yong-Zheng Yang Ye-Xiang Xie Xuan-Hui Ouyang Ren-Jie Song | 2022 | Organic Chemistry Frontiers2022，9，3： | 1 |
| 11 | Photochemical and electrochemical strategies in C-F bond activation and functionalization显示文摘The activation and functionalization of C-F bonds under mild conditions can serve as an important tool for organic syntheses including the modification of pharmaceuticals and agrochemicals and the synthesis of value-added chemicals.However,owing to their high energy and low activity,C-F bonds are difficult to activate. | Zhanghong Wang Yu Sun Liu-Yu Shen Wen-Chao Yang Fei Meng Pinhua Li | 2022 | Organic Chemistry Frontiers2022，9，3： | 1 |
| 12 | Metal-free direct difunctionalization of alkenes with I2O5and P(O)-H compounds leading toβ-iodophosphates显示文摘 | LIU C ZHU M WEI W | 2015 | Organic Chemistry Frontiers2015，2，10： | 1 |
| 13 | Antidiabetic profiling of veramycins,polyketides accessible by biosynthesis,chemical synthesis and precursor-directed modification显示文摘Seven new polyketides,termed veramycins,were isolated from a Streptomyces sp.from the Sanofi microbial strain collection along with their known congeners NFAT-133 and TM-123.Veramycin A,anα-pyrone congener of TM-123 and NFAT-133 showed an increased baseline deoxy-glucose uptake in the absence of insulin in a modified L6 rat skeletal muscle cell line(L6 GLUT4 AS160-like cells).In addition,both compounds slightly increased the sensitivity to insulin in this cell line.Total syntheses of NFAT-133,TM-123 and veramycin A were accomplished starting from a central building block,which bears the three contiguous stereogenic centers of this polyketide family.Our approach enables an efficient,selective and flexible access to all possible isomers of the stereotriad for further exploration of this series as a potential anti-diabetic lead structure as exemplified by the synthesis of an NFAT-133 epimer.Finally,the corresponding biosynthetic gene cluster(BGC)was identified by genome sequencing and gene inactivation.Based on feeding experiments,a biosynthetic pathway was proposed,which enabled access to new veramycin A analogs by precursor-directed biosynthesis. | Denis Dardić Nils Böhringer Alberto Plaza Florian Zubeil Juliane Pohl Svenja Sommer Leo Padva Jonathan Becker Maria A.Patras Mona-Katharina Bill Michael Kurz Luigi Toti Sven W.Görgens Sören M.M.Schuler AndréBillion Oliver Schwengers Paulus Wohlfart Alexander Goesmann Norbert Tennagels Andreas Vilcinskas Peter E.Hammann Till F.Schäberle Armin Bauer | 2022 | Organic Chemistry Frontiers2022，9，6： | 1 |
| 14 | Organocatalytic asymmetric synthesis of multifunctionalized α-carboline-spirooxindole hybrids that suppressed proliferation in colorectal cancer cells显示文摘Organocatalytic asymmetric[3+3]annulations of isatin-derived MBH carbonates and indolin-2-imines were efficiently achieved.This appears to be the first enantioselective approach for using isatin-derived MBH carbonates as 3C synthons to react with indole-derived C,N-dinucleophiles,yielding a series of multifunctionalized α-carboline-spirooxindole hybrids in good to high yields with high stereoselectivities. | Xiang-Hong He Xue-Ju Fu Gu Zhan Nan Zhang Xiang Li Hong-Ping Zhu Cheng Peng Gu He Bo Han | 2022 | Organic Chemistry Frontiers2022，9，4： | 1 |
| 15 | Room temperature synthesis of perylene diimides facilitated by high amic acid solubility显示文摘A novel protocol for the synthesis of perylene diimides(PDIs),by reacting perylene dianhydride(PDA)with aliphatic amines is reported.Full conversions were obtained at temperatures between 20 and 60℃,using DBU as the base in DMF or DMSO.A“green”synthesis of PDIs,that runs at higher temperatures,was developed using K_(2)CO_(3) in DMSO. | Markus C.Kwakernaak Marijn Koel Peter J.L.van den Berg Erik M.Kelder Wolter F.Jager | 2022 | Organic Chemistry Frontiers2022，9，4： | 1 |
| 16 | Cyanation and cyanomethylation of trimethylammonium salts via electrochemical cleavage of C–N bonds显示文摘We have developed a practical and mild electrochemical protocol for cyanation and cyanomethylation of trimethylammonium salts through a pathway involving C–N bond cleavage without the need for an exter-nal stoichiometric reducing agent or a sacrificial anode.The reaction employs tosyl cyanide(TsCN)or azido allyl alcohol as the cyanation or cyanomethylation reagent,respectively.It shows high functional group compatibility and can be applied for the cyanation of natural product derivatives.Preliminary mechanistic studies indicate the involvement of a radical addition pathway. | Xianqiang Kong Yuchang Wang Yiyi Chen Xiaohui Chen Long Lin Zhong-Yan Cao | 2022 | Organic Chemistry Frontiers2022，9，5： | 1 |
| 17 | Recent advances in transition-metal-free trifluoromethylation with Togni’s reagents显示文摘Transition-metal-free trifluoromethylations have attracted significant research interest driven by the increasing importance of CF 3-containing compounds.Among the various trifluoromethylation reagents,Togni’s reagents exhibit exceptional reactivities,and many important organic transformations have been realized employing such reagents. | Jin-Yang Chen Jing Huang Kai Sun Wei-Min He | 2022 | Organic Chemistry Frontiers2022，9，4： | 1 |
| 18 | Samarium( II )-electrocatalyzed chemoselective reductive alkoxylation of phthalimides显示文摘The unprecedented samarium electrocatalyzed reductive alkoxylation of phthalimides in a single step is presented.Under mild conditions,using electrogenerated Sm(II)with TMSCl(trimethyl chlorosilane),N-substituted 3-alkoxyl isoindolin-1-ones are isolated in good to excellent yields with high functional group tolerance. | Yu-Feng Zhang Mohamed Mellah | 2022 | Organic Chemistry Frontiers2022，9，5： | 1 |
| 19 | The application of C–H bond functionalization in the total syntheses of indole natural products显示文摘The direct functionalization of unactivated C–H bonds has been a rapidly growing field in organic chem-istry in recent years because of its indisputable advantages in bond forming reactions in terms of step and atom-economy. | Dong-Xing Tan Fu-She Han | 2022 | Organic Chemistry Frontiers2022，9，4： | 1 |
| 20 | Ni(II)-Catalyzed intermolecular selective Heck-type arylation of unactivated alkenes with arylboronic acids显示文摘The Ni(II)-catalyzed intermolecular arylation of unactivated alkenes with arylboronic acids has been disclosed for the first time.This alkene arylation exhibits excellent E/Z selectivity and regioselectivity(γ-selectivity)to provide the correspondingγ-aryl substitutedβ,γ-unsaturated carboxylic acid derivatives with E-selectivity.A Heck-type mechanism is proposed,wherein the 8-aminoquinoline auxiliary group takes the crucial role of the alkenes in the insertion/β-H elimination steps. | Cong Lin Sai Chen Yihua Wang Fei Gao Liang Shen | 2022 | Organic Chemistry Frontiers2022，9，3： | 0 |
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