Article
Chemistry, Multidisciplinary
Gen Li, Steven P. Miller, Alexander T. Radosevich
Summary: The reported method utilizes an organophosphorus catalyst and hydrosilane to drive the cross-selective intermolecular N-N reductive coupling of nitroarenes and anilines, with good chemoselectivity and functional group tolerance. Mechanistic investigations support an autotandem catalytic reaction cascade involving two sequential reduction events to produce the desired N-N bond.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2021)
Article
Chemistry, Organic
Wei-Hao Rao, Ying-Ge Li, Li-Li Jiang, Qi Li, Guo-Dong Zou, Xinhua Cao
Summary: This study presents a metal-free selective ortho-C-H amidation of aryl iodines(III) using N-methoxy amides as aminating reagents under mild conditions, showing excellent chemoselectivity and high regioselectivity, which are suitable for further elaboration.
JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Multidisciplinary
Jiaoyu Wu, Linqiang Li, Mengtian Liu, Lu Bai, Xinjun Luan
Summary: A novel Pd-0-catalyzed [2+2+1] annulation was proposed for the rapid assembly of tricyclic indoles in a single-step transformation. Experimental results showed that large tert-butyl and benzyl groups were selectively cleaved via an S(N)1 pathway in the presence of smaller alkyl groups.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Chemistry, Multidisciplinary
Samantha L. Goldschmid, Nicholas Eng Soon Tay, Candice L. Joe, Brendan C. Lainhart, Trevor C. Sherwood, Eric M. Simmons, Melda Sezen-Edmonds, Tomislav Rovis
Summary: Aryl amination plays a crucial role in medicinal, process, and materials chemistry. Blue-light-driven metallaphotoredox catalysis is a valuable tool for C-N cross-coupling, but its limited penetration through reaction media and the formation of unwanted side-products pose challenges for industrial scalability. Using low-energy light, such as deep red or near-infrared, can enhance penetration and suppress unwanted reactions, leading to an enhanced scope of aryl bromides and amine-based nucleophiles.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2022)
Article
Chemistry, Organic
Nurbey Gulia, Marcin Malecki, Slawomir Szafert
Summary: This study presents an original method for the preparation of N-alkyl and N-aryl pyrazoles using primary aliphatic or aromatic amines as a limiting reagent. The protocol avoids the use of inorganic reagents, requires short reaction time, mild conditions, and utilizes commercially available starting reagents. Pyrazoles with a variety of N-substituents were successfully obtained using this method for both aliphatic and aromatic amines.
JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Chemistry, Organic
Jiaxing Chen, Yongzhuo Xu, Wen Shao, Jianhua Ji, Boqiang Wang, Muyang Yang, Guojiang Mao, Fuhong Xiao, Guo-Jun Deng
Summary: A Pd-catalyzed C-O cross-coupling reaction was reported, which allows for the synthesis of highly congested hydroxylamines with an α-quaternary carbon center without cleavage of the N-O bond. This strategy shows high chemoselectivity, broad substrate scope, and excellent functional group tolerance, and has been demonstrated by pharmaceutical derivatization and postcatalytic modifications.
Article
Chemistry, Multidisciplinary
Fabian Dankert, Jan-Erik Siewert, Priyanka Gupta, Florian Weigend, Christian Hering-Junghans
Summary: The translation introduces the source of N-containing molecules and the methods for their activation, including ammonia activation by single transition metal centers and low-valent main group species, as well as the stabilization of mono-valent phosphorus species by phosphines. DFT studies reveal that the exchange between NH3 and PMe3 requires the concerted action of two NH3 molecules. Furthermore, the activation of H2NR and HNR2 is demonstrated.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Chemistry, Organic
Jie-Sheng Tian, Yu He, Zhi-Yuan Gao, Xu Liu, Shuang-Feng Dong, Peng Wu, Teck-Peng Loh
Summary: A metal-free, water-tolerant, one-pot process for ortho-acylation of phenols has been developed, promoted by the iodine source/hydrogen peroxide system. This transformation involves ether formation, iodocyclization, C-C bond cleavage, and oxidative hydrolysis in a one-step manner, as supported by control experiments.
Article
Chemistry, Organic
Miaomiao Liu, Xiaotao Zhang, Rongrong Bao, Fangtao Xiao, Shouyi Cen, Zhipeng Zhang
Summary: An axially chiral N,N-ligand derived from a BINOL-based skeleton and phenanthroline is found to promote Pd-catalyzed asymmetric allylic amination and alkylation of allyl acetates. The reaction is compatible with various amine substrates and affords chiral products with high yield and enantiomeric excess.
Article
Chemistry, Multidisciplinary
Dmitry A. Gulyaev, Michael S. Klenov, Aleksandr M. Churakov, Yurii A. Strelenko, Ivan V. Fedyanin, David B. Lempert, Ekaterina K. Kosareva, Tatiana S. Kon'kova, Yurii N. Matyushin, Vladimir A. Tartakovsky
Summary: A series of substituted furazans were synthesized and characterized for their thermal stability, density, and oxygen balance. These compounds show potential for use in solid composite propellant formulations, offering higher specific impulse compared to traditional compounds.
Article
Chemistry, Multidisciplinary
Guang-Jian Mei, Jonathan J. Wong, Wenrui Zheng, Anjanay A. Nangia, K. N. Houk, Yixin Lu
Summary: The first catalytic asymmetric synthesis of N-N axially chiral compounds has been achieved, adding a new dimension to axially chiral molecules and atropisomerism. DFT calculations have been used to understand enantioselectivity and guide the design of similar molecules. Research on N-N axial atropisomerism holds promise for new discoveries in medicinal chemistry and asymmetric catalysis.
Article
Multidisciplinary Sciences
Shuaishuai Wang, Tingrui Li, Chengyihan Gu, Jie Han, Chuan-Gang Zhao, Chengjian Zhu, Hairen Tan, Jin Xie
Summary: This article reports on an iron-catalyzed reaction for efficient construction of aromatic tertiary amines, which is important in drug discovery and organic chemistry. The reaction employs a radical tandem C-N coupling strategy and can synthesize nonsymmetric aromatic tertiary amines under mild conditions.
NATURE COMMUNICATIONS
(2022)
Article
Chemistry, Organic
Christoph Heichert, Horst Hartmann
Summary: N,N-diarylsubstituted 2-aminothiophenes are protonated at specific positions, while 5-formyl and 5-acetyl-substituted compounds are protonated at the corresponding carbonyl groups, facilitating the preparation of deuterated derivatives of amino thiophenes.
JOURNAL OF HETEROCYCLIC CHEMISTRY
(2021)
Article
Chemistry, Applied
Jintao Wu, Zehui Peng, Tong Shen, Zhong-Quan Liu
Summary: In this study, a new method for the oxidative cleavage of C(2)=C(3)/C(2)-N bonds of indoles using electrochemistry as the driving force is reported. Compared to previous strategies, this method avoids the use of heavy metals or stoichiometric chemical oxidants, and features metal-free conditions, air as the oxidant, and easy scalability.
ADVANCED SYNTHESIS & CATALYSIS
(2022)
Article
Chemistry, Multidisciplinary
James E. Gillespie, Charlotte Morrill, Robert J. Phipps
Summary: The method utilizes noncovalent interactions to control positional selectivity in radical reactions, enabling direct access to ortho-phenylenediamines through amination, crucial for the synthesis of medicinally relevant compounds.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2021)
Article
Chemistry, Organic
Lei Jia, Qiang Tang, Meiming Luo, Xiaoming Zeng
JOURNAL OF ORGANIC CHEMISTRY
(2018)
Article
Chemistry, Organic
Lanfang Hu, Juan Luo, Dan Lu, Qiang Tang
TETRAHEDRON LETTERS
(2018)
Article
Chemistry, Organic
Qiang Tang, Xingkuan Chen, Bhoopendra Tiwari, Yonggui Robin Chi
Article
Biochemistry & Molecular Biology
Bingqiao Wang, Qiu Zhang, Juan Luo, Zongjie Gan, Wengao Jiang, Qiang Tang
Article
Oncology
Dan Lu, Ya Zhou, Qin Li, Juan Luo, Qihua Jiang, Baicheng He, Qiang Tang
ANTI-CANCER AGENTS IN MEDICINAL CHEMISTRY
(2020)
Article
Chemistry, Organic
Dewei Tu, Juan Luo, Wengao Jiang, Qiang Tang
Summary: An efficient and facile method for the synthesis of a series of alpha,alpha-dichloroketones was reported. The protocol features high yields, broad substrate scope, and simple reaction conditions without using any catalysts and solvents.
TETRAHEDRON LETTERS
(2021)
Article
Chemistry, Organic
Lu Ren, Juan Luo, Linbo Tan, Qiang Tang
Summary: Titanium enolates, generated in situ from easily accessible ketones and titanium tetraisopropoxide, undergo domino cross-coupling/cyclodehydration or domino Aldol-addition/cyclocondensation with alpha-chloroketones, providing synthetically valuable furan derivatives. The domino process tolerates a variety of cyclic and acyclic ketones and chloroketones, producing polysubstituted furans and bi-, tri-, and tetracyclic fused furans.
JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Multidisciplinary
Xiaoqin Xiao, Juan Luo, Zongjie Gan, Wengao Jiang, Qiang Tang
Article
Chemistry, Applied
Qiang Tang, Juan Luo, Qianli Zhu, Yin Li, Shufan Yin
NATURAL PRODUCT RESEARCH
(2006)