Article
Chemistry, Multidisciplinary
Mithun Chakraborty, Gaddam Mahesh, Omkar R. Nakel, Gautamee Chavda, Susarla Anusha, Gangarajula Sudhakar
Summary: A novel method has been developed for the preparation of highly substituted functionalized indenes through a two-step reaction, resulting in good to excellent yields.
Article
Chemistry, Organic
Caiwen Wan, Yueyin Guo, Xiaocui Chen, Rongrong Gu, Jiarong Shi, Yang Li
Summary: In this study, a novel reaction strategy was developed to achieve the formation of multiple C-C bonds on a benzene ring through tandem reactions. The method exhibited high chemical selectivity and functional diversity, and could be applied for the synthesis of 1,2,3,5-tetrasubstituted benzenes.
Article
Chemistry, Multidisciplinary
Ying Zhou, Xin Yue, Feng Jiang, Jianwei Sun, Wengang Guo
Summary: This article reports an efficient organocatalytic formal N-H insertion reaction of arylamines with alpha-keto sulfoxonium ylides bearing two aryl groups, resulting in a broad range of alpha-tertiary aminoketones with good to excellent yields and enantioselectivities (up to 90% yield and 94% ee). The usefulness of this methodology is further demonstrated by the facile synthesis of enantioenriched 2-amino-1,2-diarylethanol bearing two different aryl groups, which represents an important building block with limited access.
CHEMICAL COMMUNICATIONS
(2023)
Article
Chemistry, Physical
Min Soo Kim, Dasol Choi, Jihyo Ha, Kyuhyeok Choi, Jae-Hyuk Yu, James A. Dumesic, George W. Huber
Summary: This study demonstrates a new route for the production of potassium sorbate from triacetic acid lactone. By hydrogenating TAL, dehydrating HMP, and conducting ring-opening hydrolysis of PSA, high-purity potassium sorbate can be obtained. The study shows that the highest yield occurs at low temperatures, and the experimental results agree with the reaction kinetics model. The synthesized potassium sorbate exhibits similar antimicrobial activities as commercial products.
Article
Chemistry, Multidisciplinary
Abhishek Dewanji, Leendert van Dalsen, James A. Rossi-Ashton, Eloise Gasson, Giacomo E. M. Crisenza, David J. J. Procter
Summary: The photoactivation of electron donor-acceptor complexes is a sustainable, selective, and versatile strategy for generating radical species. This study introduces triarylsulfonium salts as acceptors in photoactive electron donor-acceptor complexes, enabling a broader application in aryl radical formation. The regioselective installation of the sulfonium salt label in native aromatic compounds by C-H sulfenylation allows for the development of metal-free protocols for the alkylation and cyanation of arenes.
Article
Chemistry, Multidisciplinary
Yajuan Li, Cuijie Han, Yanyan Wang, Xin Huang, Xiaowei Zhao, Baokun Qiao, Zhiyong Jiang
Summary: Visible-light-driven photocatalytic reductive azaarylation is widely used for the construction of imine-containing azaarene derivatives. Although efficient methods have been established, enantioselective reactions remain a challenge. This study demonstrates the feasibility of chiral hydrogen-bonding/photosensitizer catalysis for achieving enantioselective reductive azaarylation, leading to valuable enantioenriched azaarene variants.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2022)
Article
Chemistry, Organic
Xianqiang Kong, Yiyi Chen, Xiaohui Chen, Zheng-Xuan Lu, Wei Wang, Shao-Fei Ni, Zhong-Yan Cao
Summary: By combining electrocatalysis and nickel catalysis, a unified strategy has been applied to successfully achieve the decarboxylative cross-coupling of four types of alpha-oxocarboxylic acids and their derivatives with aryl trimethylammonium salts under mild conditions. Our strategy provides a practical way for preparing aryl ketones, amides, esters, or aldehydes.
Article
Chemistry, Organic
Anton . Yadykov, Artem E. Eremchenko, Aleksa Milosavljevic, Alison J. Frontier, Valerii Z. Shirinian
Summary: This work describes the acid-promoted cyclization of triaryldivinyl ketones containing a thiophene moiety in the alpha-position. Two cyclization pathways are accessible, one being a 4 pi-Nazarov cyclization, and the other being a proposed 6 pi electrocyclic mechanism. The proportion of products from these pathways depends on reaction conditions and steric bulk in the substrate. Experimental and computational evidence suggests that using HCl in dioxane favors the 4 pi-conrotatory electrocyclization, while using GaCl3 in methylene chloride shifts the chemoselectivity towards a putative 6 pi-disrotatory electrocyclization. DFT calculations indicate that a complex interplay between kinetic and thermodynamic factors is involved in the chemodivergent behavior.
JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Organic
Ruixia Liu, Jingkuo Han, Bin Li, Xian Liu, Zhao Wei, Jiaxin Wang, Qiaofeng Wang, Ru Jiang, Huifang Nie, Shengyong Zhang
Summary: A highly efficient intramolecular asymmetric reductive amination transformation catalyzed by an iridium complex has been achieved through a one-pot sequence. This method provides chiral tetrahydroisoquinolines in moderate to high yields and good to excellent enantioselectivities, which are important and common in natural products and biologically active molecules.
ORGANIC CHEMISTRY FRONTIERS
(2021)
Article
Chemistry, Multidisciplinary
Jisheng Luo, Yu Deng, Tianran Deng, Li Deng
Summary: This study reports an unprecedented enantioconvergent fluorodesilylation method for the transformation of racemic organosilanes bearing different substituents. The results demonstrate that fluorodesilylation could be a common strategy for the development of catalytic asymmetric reactions of racemic organosilanes.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2022)
Article
Chemistry, Organic
Sooyun Choi, Melody C. Guo, Gavin M. Coombs, Scott J. Miller
Summary: An atroposelective synthesis method for N-aryl 1,2,4-triazoles was developed. By utilizing a chiral phosphoric acid catalyst, a cyclodehydration reaction achieved asymmetric induction, resulting in atropisomeric N-aryl 1,2,4-triazoles with up to 91:9 enantiomeric ratio. Further crystallization of the isolated heterocycle enhanced the atropisomeric ratio of several analogs to 99:1 or higher. Additionally, a divergent and substrate-dependent reaction pathway leading to a different heterocyclic product was revealed.
JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Multidisciplinary Sciences
Xing Wang, Ling-Jun Li, Zhen-Yu Wang, Hui Xu, Hui-Xiong Dai
Summary: Transition metal-catalyzed C-C bond cleavage, combined with ligand-promoted Ar-C(O) bond cleavage and cross coupling with alkenols, enables the multi-carbon homologation of aryl ketones. This method shows good to excellent yields and high regioselectivity, making it synthetically useful for late-stage diversification of biologically important molecules.
Article
Chemistry, Multidisciplinary
Jiaxin He, Jingran Zhang, Xuemin Li, Haofeng Shi, Yunfei Du
Summary: The divergent synthesis of isobenzofuranones and isocoumarins was achieved through an organocatalytic oxidative reaction. The reaction involves a cascade process including lactonization, aryl migration, and elimination, enabled by a modified Koser reagent generated in situ.
CHEMICAL COMMUNICATIONS
(2022)
Article
Chemistry, Multidisciplinary
Xiaoxiang Xi, Yixin Luo, Weirong Li, Minghao Xu, Hongping Zhao, Yukun Chen, Songlin Zheng, Xiaotian Qi, Weiming Yuan
Summary: A method for ketone synthesis was developed using a nickel/photoredox dual-catalysis approach, allowing for the formation of sterically congested ketones under mild conditions. The study identified a Ni-0/Ni-I/Ni-III pathway for ketone formation through combined experimental and computational studies.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Polymer Science
Siyu Pan, Nan Zhang, Xianzhe He, Zhao Fang, Yuwei Wu, Yen Wei, Lei Tao
Summary: In this study, a method for efficiently preparing functional polymers and self-healing hydrogels was developed. The resulting hydrogel exhibited excellent antioxidant ability, self-healing property, and injectability, and showed low cytotoxicity in animal experiments. This study demonstrates the value of the Hantzsch reaction in designing antioxidant self-healing hydrogels for biomedical applications.
Article
Chemistry, Multidisciplinary
Lihui Zhu, Long Zhang, Sanzhong Luo
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2018)
Article
Chemistry, Organic
Lihui Zhu, Long Zhang, Sanzhong Luo
Article
Chemistry, Physical
Lihui Zhu, Dehong Wang, Zongbin Jia, Qifeng Lin, Mouxin Huang, Sanzhong Luo
Article
Chemistry, Organic
Lihui Zhu, Zhi-Guo Xi, Jian Lv, Sanzhong Luo
Article
Chemistry, Multidisciplinary
Lihui Zhu, Jiasheng Li, Jun Yang, Ho Yu Au-Yeung
Review
Chemistry, Multidisciplinary
Yan Qin, Lihui Zhu, Sanzhong Luo
