Article
Chemistry, Organic
Yetong Zhang, Lepeng Chen, Yinlin Shao, Fangjun Zhang, Zhongyan Chen, Ningning Lv, Jiuxi Chen, Renhao Li
Summary: The study presents a three-component tandem reaction allowing the synthesis of polysubstitution quinolines using 2-aminobenzonitriles, arylboronic acids, and ketones. This method is practical, efficient, and delivers functional quinolines with moderate to good yields and high functional group tolerance. Additionally, a new method for introducing halogen substituents into the target products has been developed, showing potential for further synthetic elaborations.
ORGANIC CHEMISTRY FRONTIERS
(2021)
Article
Chemistry, Organic
Sudip Shit, Bipin Kumar Behera, Subhamoy Biswas, Anil K. K. Saikia
Summary: A metal-free Lewis acid-initiated protocol has been developed for the synthesis of highly substituted 3-(dihydrofuran-3(2H)-ylidene)isobenzofuran-1(3H)-imines. The reaction involves the formation of dihydrofuranylidene carbocation followed by intramolecular cyclization, leading to the desired products in moderate to good yields. The methodology can also be extended to the synthesis of 3-(dihydro-2H-pyran-3(4H)-ylidene)-isobenzofuran-1(3H)-imines, and furanylidene isobenzofuranones can be obtained in excellent yields through post synthetic applications.
JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Multidisciplinary
Run-Duo Gao, Scott A. Shuler, Donald A. Watson
Summary: The study presents a novel palladium-catalyzed tandem reaction for the synthesis of complex, stereogenic secondary lactams from O-phenyl hydroxamic ethers. The reactions exhibit outstanding functional group tolerance and high diastereoselectivity.
Article
Chemistry, Organic
Man Li, Ying Wang, Yunhe Xu
Summary: The palladium-catalyzed intramolecular Heck tandem cyclization reactions efficiently convert 3-substituted indoleamide derivatives to bridged N-heterocyclic products in good yields under simple reaction conditions. The tandem reactions are characterized by the effective construction of fused ring compounds in one pot and good functional group compatibility.
CHINESE JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Chemistry, Multidisciplinary
Caijin Zeng, Shaoting Su, Songjia Fang, Huangfeng Jiang, Shaorong Yang, Wanqing Wu
Summary: A novel palladium-catalyzed three-component carbonylation reaction has been developed for the efficient assembly of 1,3-substituted maleimides from haloalkynes and simple anilines. The reaction exhibits high chemo- and regioselectivities, and operates under mild conditions.
CHEMISTRY-AN ASIAN JOURNAL
(2023)
Article
Chemistry, Physical
Reshma Babu, Subarna S. Padhy, Ganesan Sivakumar, Ekambaram Balaraman
Summary: Sustainable chemical production requires new catalysts and technologies, and the development of robust catalytic systems based on plentiful transition metals is crucial.
CATALYSIS SCIENCE & TECHNOLOGY
(2023)
Article
Chemistry, Physical
Jiangjie Zhang, Jun Ying, Xiao-Feng Wu
Summary: A novel palladium-catalyzed tandem cyclization and carbonylation reaction was developed for the synthesis of indeno[1,2-b]indol-10(5H)-one derivatives. The reaction proceeded smoothly with high yields using formic acid as the CO source. This method can also be applied for the modification of various bioactive molecules.
JOURNAL OF CATALYSIS
(2023)
Review
Chemistry, Organic
Manfred Braun
Summary: Palladium catalysis enables efficient and versatile domino reactions initiated by intramolecular Mizoroki-Heck reaction and terminated by Suzuki-Miyaura coupling. The cascade reaction is concerned with the stereochemistry of carbon-carbon double bond formation, diastereoselective and enantioselective formation of stereogenic carbon centers. Valuable protocols allow stereo control in the formation of tri- and tetra-substituted double bonds, and the diastereoselective versions enable the formation of multiple stereocenters in mono- and polycycles. The recent development of enantioselective protocols makes the newly formed stereocenters useful and versatile in synthesis.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Multidisciplinary
Felipe Verdugo, Ricardo Rodino, Martin Calvelo, Jose Luis Mascarenas, Fernando Lopez
Summary: The reactivity of carbonyl-tethered alkylidenecyclopropanes (ACPs) can be directed towards tandem cycloisomerization/cross-coupling processes by using Pd-0 catalysts with phosphorus-based monodentate ligands. This allows for the synthesis of a wide variety of highly functionalized cyclic alcohols and amines through the formation of key pi-allyl oxapalladacyclic intermediates which are trapped with external nucleophilic partners.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Chemistry, Multidisciplinary
Pu Chen, Jiang Nan, Yan Hu, Yifan Kang, Bo Wang, Yangmin Ma, Michal Szostak
Summary: This study demonstrates a metal-free C-H [5 + 1] annulation reaction, resulting in two prevalent phenanthridines through highly selective C-C cleavage. Compared to traditional methods, this new transformation can efficiently synthesize polycyclic alkaloids.
Article
Economics
Dao-Qing Dong, Hao Yang, Meng -Yu Zhou, Ze-Hui Wei, Pei Wu, Zu-Li Wang
Summary: As a reaction medium, water can enhance the conversion and selectivity of organic reactions by utilizing its own properties. This review focuses on palladium-catalyzed reactions in water and provides a summary of relevant articles published in the past two years. The review is divided into three parts based on the type of reaction: cyclization reactions, Suzuki coupling reactions, and miscellaneous reactions.
QUARTERLY REVIEW OF ECONOMICS AND FINANCE
(2023)
Article
Chemistry, Multidisciplinary
Dao-Qing Dong, Hao Yang, Meng-Yu Zhou, Ze-Hui Wei, Pei Wu, Zu-Li Wang
Summary: This article discusses the importance of water as a reaction medium and summarizes the recent research in the field of palladium-catalyzed reactions in water, including cyclization reactions, Suzuki coupling reactions, and miscellaneous reactions.
CURRENT OPINION IN GREEN AND SUSTAINABLE CHEMISTRY
(2023)
Article
Chemistry, Multidisciplinary
Xiaohong Wang, Fengzhi You, Baojian Xiong, Lei Chen, Xuemei Zhang, Zhong Lian
Summary: In this study, a metal- and base-free 5-endo-trig sulfonylative cyclization was developed for the synthesis of sulfonylated pyrrolin-2-ones. The reaction proceeded in one pot with excellent regioselectivity and good-to-excellent yields. The method showed mild reaction conditions and broad substrate scope, as well as practicality demonstrated through scale-up reactions and synthetic applications.
Article
Chemistry, Multidisciplinary
Dhananjay Chaudhary, Suman Yadav, Naveen Kumar Maurya, Dharmendra Kumar, Km Ishu, Malleswara Rao Kuram
Summary: This article describes a mild reaction method for the synthesis of regiodivergent Indole and Indoline derivatives, controlled by the N-protecting group, with a broad substrate scope and a functionalizable olefinic moiety.
CHEMICAL COMMUNICATIONS
(2022)
Article
Chemistry, Applied
Christian Leonardo Herrera, Joao Victor Santiago, Julio Cezar Pastre, Carlos Roque Duarte Correia
Summary: This study describes a method for the enantioselective Heck-Matsuda reaction of cyclic and acyclic olefins directly from anilines. The method demonstrates a broad substrate scope and high enantioselectivity and yield in the synthesis of Heck adducts.
ADVANCED SYNTHESIS & CATALYSIS
(2022)