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Chemistry, Multidisciplinary
Gangireddy Sujeevan Reddy, Sharda Shukla, Harshavardhan Bhuktar, Kazi Amirul Hossain, Rebecca Kristina Edwin, Varadaraj Bhat Giliyaru, Parimal Misra, Manojit Pal
Summary: In this study, structurally similar benzofuran derivatives were designed and evaluated for their inhibitory activity against chorismate mutase. The molecules showed strong interactions with the target enzyme and were synthesized in high yields. Three compounds exhibited promising inhibition in vitro and could be of interest in the development of new anti-tubercular agents.
Article
Chemistry, Physical
Xing Ge, Xiuyu Fang, Ren-Guan Miao, Xinxin Qi, Xiao-Feng Wu
Summary: A general and efficient protocol has been developed for the synthesis of acetamide-functionalized benzofurans using a palladium-catalyzed intramolecular cyclization and reductive aminocarbonylation reaction. The reaction proceeds in a single step, resulting in structure-defined benzofurans with acetamides as attractive functional groups. Various acetamide-functionalized benzofurans were obtained with moderate to good yields and good functional group compatibility using Mo(CO)6 as both CO source and reductant.
JOURNAL OF CATALYSIS
(2023)
Article
Chemistry, Multidisciplinary
Bowen Dou, Kang Wang, Jianbo Wang
Summary: In this paper, we report an efficient method for the synthesis of alkynylated furan derivatives using a Pd-catalyzed oxidative cross-coupling reaction between allenyl ketones and terminal alkynes. This novel synthesis demonstrates the generality of carbene-based cross coupling, and offers an operationally simple and wide substrate scope approach to access alkynylated furan derivatives with good functional group tolerance.
CHINESE JOURNAL OF CHEMISTRY
(2023)
Article
Chemistry, Multidisciplinary
Juan Wang, Peng-Bo Bai, Shang-Dong Yang
Summary: A new relay C-H functionalization method under palladium catalysis is proposed, utilizing different hypervalent iodines as oxidants to esterify and hydroxylate di([1,1'-biphenyl]-2-yl)phosphine oxide. This strategy provides an efficient and concise approach for the synthesis of novel structural hybrid-arylcyclophosphorus ligand precursors, allowing a wide range of substrates and demonstrating good functional group tolerance.
CHINESE CHEMICAL LETTERS
(2022)
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, Physical
Dan Wen, Xing Ge, Ren-Guan Miao, Xinxin Qi, Xiao-Feng Wu
Summary: A palladium-catalyzed carbonylative synthesis of carboxamide substituted 2-pynones from methyl enynoates and nitroarenes has been developed. A wide range of carboxamide substituted 2-pynones were obtained in moderate to high yields with quite high functional group compatibility using nitroarenes as the nitrogen sources and Mo(CO)6 as both CO surrogate and reductant. Late-stage modifications of natural molecules were also achieved.
JOURNAL OF CATALYSIS
(2023)
Article
Chemistry, Organic
Raju Jannapu Reddy, Nunavath Sharadha, Gamidi Rama Krishna
Summary: In this study, a general and highly efficient Pd(OAc)(2)-catalyzed intramolecular cyclization and vinylation method was developed for the synthesis of vinyl sulfone-tethered benzofurans and indoles. The reaction showed good to high yields with excellent stereoselectivity under mild reaction conditions. The method was also applicable at the gram scale and in a scalable synthesis.
JOURNAL OF ORGANIC CHEMISTRY
(2023)
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, Organic
Jayanta Ghorai, Kuppan Ramachandran, Pazhamalai Anbarasan
Summary: A rhodium-catalyzed redox-neutral annulation method has been successfully developed for the synthesis of substituted indole derivatives from N-acetoxyacetanilides and alkynes. The method shows excellent efficiency and wide functional group tolerance, allowing for the synthesis of a variety of 2,3-diarylindoles.
JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Chemistry, Multidisciplinary
Long Hu, Martin C. Dietl, Chunyu Han, Matthias Rudolph, Frank Rominger, A. Stephen K. Hashmi
Summary: This study presents a dual catalytic cycle for the synthesis of 3-alkynyl benzofurans, merging C-H alkynylation of phenols and oxy-alkynylation of triple bonds using the redox property and carbophilic pi acidity of gold. Mechanistic studies suggest the involvement of a bimetallic gold-silver species. The one-pot protocol allows for a direct, simple, and regio-specific approach with excellent functional group tolerance, making it suitable for the late-stage incorporation of benzofurans.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Article
Chemistry, Physical
Guangkuo Zeng, Lingyun Shen, Qingshu Zheng, Tao Tu
Summary: In this study, a palladium-catalyzed dehydrogenation-coupling-aromatization protocol was developed to access ortho-substituted phenols from cyclohexanols with primary alcohols. The method demonstrated broad substrate scope and resulted in clean byproducts of water and hydrogen gas. The ortho-mono- and ortho-disubstitutions could be readily controlled by N-heterocyclic carbene (NHC) ligands and the amount of base.
Article
Chemistry, Multidisciplinary
Veronica Ortiz-de-Elguea, Asier Carral-Menoyo, Lorena Simon-Vidal, Mikel Martinez-Nunes, Iratxe Barbolla, Marta G. Lete, Nuria Sotomayor, Esther Lete
Summary: Highly substituted coumarins are obtained via a Pd(II)-catalyzed direct C-H alkenylation reaction and further functionalized to coumarin-acrylate hybrids through a second intermolecular C-H alkenylation reaction, with the fluorescence spectra being measured.
Article
Chemistry, Organic
Jun Yang, Lina Yang, Jing Gu, Li Shuai, Hui Wang, Qin Ouyang, Yu-Long Li, Haibin Liu, Liang Gong
Summary: In this study, a nickel-catalyzed reductive deaminative arylalkylation of tethered alkenes with pyridinium salts as C(sp(3)) electrophiles is described. This two-component dicarbofunctionalization reaction enables the efficient synthesis of various benzenefused cyclic compounds bearing all-carbon quaternary centers. The method proceeds under mild conditions and tolerates a wide range of functional groups and heterocycles, making it applicable for late-stage functionalization of complex molecules.
Article
Chemistry, Organic
Jian-Li Liu, Ren-Rui Xu, Wei Wang, Xinxin Qi, Xiao-Feng Wu
Summary: An efficient carbonylative procedure has been developed for the synthesis of 3-arylquinoin-2(1H)-ones. The products were obtained in moderate to excellent yields with good functional group tolerance through a palladium-catalyzed aminocarbonylation reaction of benzyl chlorides with anthranils.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2021)
Article
Chemistry, Organic
Li Liu, Yage Zhang, Wenyan Zhao, Jinxia Wen, Chunping Dong, Caijuan Hu, Jian Li
Summary: A method for photocatalyzed cascade double C-C formation via sp2 C-H bond activation of diarylamines with hypervalent iodine diazo reagents was developed. The method tolerated a variety of diarylamines and hypervalent iodine(III) reagents and efficiently provided a range of substituted acridines with yields ranging from moderate to excellent. The protocol introduced diazo groups onto diarylamines and enabled subsequent late-stage assembly point functionalization with the diazonium structure, forming two new C-C bonds in a sequential fashion.
