Article
Chemistry, Multidisciplinary
Iuliia Polishchuk, Jan Sklyaruk, Yury Lebedev, Magnus Rueping
Summary: Half-sandwich iridium complexes with bidentate urea-phosphorus ligands were found to catalyze the direct reductive amination of ketones with high selectivity under mild conditions. One of the complexes showed activity in two different reactions and the use of ammonium formate does not require special conditions, taking place in HFIP instead of methanol.
CHEMISTRY-A EUROPEAN JOURNAL
(2021)
Article
Chemistry, Multidisciplinary
Haosheng Xin, Zhongxun Xiu, Shijun Liu, Haiyong Wang, Chenguang Wang, Longlong Ma, Qiying Liu
Summary: In this study, alanine was produced from biomass-derived substrates lactic acid and waste glycerol using a series of magnetic catalysts. The Ru/Ni@C catalysts showed remarkable efficiency and selectivity for alanine synthesis.
Article
Chemistry, Organic
Mehmet Mart, Janusz Jurczak, Idris Karakaya
Summary: This paper reports a novel and efficient amidation method without the use of a catalyst or an activating agent. Carbodiimides are used as reagents instead of activating agents. The amidation reaction is conducted at a higher temperature and in the presence of the environmentally friendly and recyclable solvent DMSO. A wide variety of carboxylic acids can be converted to amides with yields up to 95%. The high yield achieved in gram-scale reactions demonstrates the convenience and suitability of this method for larger-scale synthesis applications.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2022)
Article
Chemistry, Multidisciplinary
Yoshihiro Kon, Shota Tsurumi, Shunsuke Yamada, Toshiyuki Yokoi, Tadahiro Fujitani
Summary: The monoallylation of aniline is an important transformation process that can be used to synthesize valuable allyl compounds. This study presents a catalytic process for the monoallylation of aniline with high yields and selectivity.
Article
Chemistry, Organic
Jia-Le Zheng, Fei Liu, Xue Song, Zhi Zhao, Wei Du, Ying-Chun Chen
Summary: In this study, we found that dienones generated from the Morita-Baylis-Hillman carbonates of 2-cyclopentenone under Pd(0) catalysis could be umpolunged through pi-Lewis base activation to form regioselective eta 2-Pd(0) complexes, which then underwent asymmetric inverse-electron-demand oxa-Diels-Alder reaction with alpha-cyano chalcones. This study successfully constructed a range of fused pyran frameworks with dense substitutions and demonstrated excellent stereoselectivity.
JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Organic
Balakumar Emayavaramban, Priyanka Chakraborty, Pardeep Dahiya, Basker Sundararaju
Summary: A mild and environmentally friendly approach for alpha-methylation of ketones using methanol as the C1 source under visible light has been developed. The method is applicable to a wide range of ketones with both aromatic and aliphatic backbones, yielding good to excellent product yields. Tentative mechanism has been proposed based on preliminary mechanistic and kinetic experiments.
Article
Chemistry, Multidisciplinary
Ved Vyas, Priyanka Maurya, Arindam Indra
Summary: N-alkylation of anilines using alcohols is an efficient strategy to synthesize various secondary amines. Metal-organic framework-derived CoNx@NC catalysts were reported for selective N-alkylation reactions, showing high yield and recyclability due to the importance of Co-N coordination.
Article
Chemistry, Multidisciplinary
Ruo-Qing Wang, Chong Shen, Xiang Cheng, Xiu-Qin Dong, Chun-Jiang Wang
Summary: In this study, copper-catalyzed asymmetric propargylic substitution was successfully achieved using salicylaldehyde-derived imine esters and propargylic carbonates, resulting in a wide range of chiral amino acid derivatives containing propargylic groups. The ortho-hydroxy group of the salicylaldehyde-derived imine esters played a crucial role in increasing reactivity and stabilizing the azomethine ylide.
CHEMICAL COMMUNICATIONS
(2022)
Article
Chemistry, Organic
Jing Gui, Manman Sun, Haijian Wu, Jinshan Li, Jianguo Yang, Zhiming Wang
Summary: A visible light promoted direct benzylic C-H difluoroalkylation reaction has been developed using a transition metal-free organic photocatalyst, Na-2-eosin Y, via a HAT-ORPC pathway. This method provides an efficient and atom-economic approach for the difluoroalkylation of C(sp(3))-based substrates. It shows great advantages in environmental friendliness with mild reaction conditions and the use of air as a green oxidant. Various substituted xanthenes, acridines, and thioxanthene are found to be efficient substrates for constructing pharmaceutically important alpha-benzyl-alpha,alpha-difluoroketones with yields up to 96%.
ORGANIC CHEMISTRY FRONTIERS
(2022)
Article
Chemistry, Organic
Malvina Larduinat, Jordan Franc, Maiwenn Jacolot, Florence Popowycz
Summary: In this study, the Ir(III)-catalyzed synthesis of 3-pyrrolidinols and 4-piperidinols by reacting 1,2,4-butanetriol or 1,3,5-pentanetriol with primary amines was demonstrated. This borrowing hydrogen methodology was also applied to the sequential diamination of triols, leading to the formation of amino-pyrrolidines and aminopiperidines.
JOURNAL OF ORGANIC CHEMISTRY
(2023)
Review
Chemistry, Applied
Sebastian Stiniya, Padinjare Veetil Saranya, Gopinathan Anilkumar
Summary: N-containing compounds are crucial in nature and synthetic organic chemistry, with N-alkylation reactions playing a significant role in pharmaceuticals and industrial chemical syntheses. Iron-catalyzed N-alkylation reactions have gained acceptance for being environmentally friendly, abundant, non-toxic, biocompatible, reusable, and inexpensive. Green protocols, mild reaction conditions, wide substrate scope, and eco-friendly features make iron-catalyzed N-alkylation reactions prominent in various research fields.
APPLIED ORGANOMETALLIC CHEMISTRY
(2021)
Article
Chemistry, Organic
Zheng-Hai Wang, Dong-Hui Wang
Summary: A Cu-catalyzed straightforward synthesis of benzoxazoles from free phenols and cyclic oxime esters is reported, with moderate to good yields under mild reaction conditions. Large-scale syntheses of Ezutromid and Flunoxaprofe are demonstrated in one or two steps. The proposed catalytic mechanism involves Cu-catalyzed amination via inner-sphere electron transfer and consequent annulation.
Review
Chemistry, Multidisciplinary
Yaru Gao, Guorong Hong, Bin-Miao Yang, Yu Zhao
Summary: Direct substitution of readily available alcohols is an important area of research in green chemical synthesis. Catalytic enantioconvergent transformations of racemic secondary alcohols are desired for efficient access to valuable enantiopure compounds. The enantioconvergent borrowing hydrogen methodology has proven to be effective for achieving such transformations. This review provides an overview of the progress made in the past decade, focusing on the conversion of racemic secondary alcohols to enantioenriched chiral amines, N-heterocycles, higher-order alcohols, and ketones.
CHEMICAL SOCIETY REVIEWS
(2023)
Article
Chemistry, Multidisciplinary
Guangshou Feng, Colton K. Ku, Jiaqi Zhao, Qiu Wang
Summary: This paper reports an unprecedented three-component aminofluorination of alkenes and 1,3-dienes, which can achieve the synthesis of fi-fluoroalkylamines using innovative copper-catalyzed electrophilic amination strategy and alkylamine precursors. The method features high regioselectivity and good tolerance of various functional groups, providing a direct entry to a broad range of fi-fluorinated alkylamines.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2022)
Article
Chemistry, Physical
Dipesh M. Sharma, Chandrakant Gouda, Rajesh G. Gonnade, Benudhar Punji
Summary: Hemilabile and phosphine-free quinolinyl-based NNN-type pincer and non-pincer cobalt complexes have been developed for the room temperature catalytic transfer semi-hydrogenation of alkynes to Z-alkenes, delivering highly chemoselective and stereodivergent products.
CATALYSIS SCIENCE & TECHNOLOGY
(2022)
Article
Chemistry, Multidisciplinary
Stefan Haubenreisser, Thorsten H. Woeste, Claudio Martinez, Kazuaki Ishihara, Kilian Muniz
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2016)
Article
Chemistry, Multidisciplinary
Marian Rauser, Daniel P. Warzecha, Meike Niggemann
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2018)
Article
Chemistry, Multidisciplinary
Marian Rauser, Christoph Ascheberg, Meike Niggemann
CHEMISTRY-A EUROPEAN JOURNAL
(2018)
Article
Chemistry, Applied
Vera J. Meyer, Liang Fu, Fabian Marquardt, Meike Niggemann
ADVANCED SYNTHESIS & CATALYSIS
(2013)
Article
Chemistry, Multidisciplinary
Tobias Haven, Grzegorz Kubik, Stefan Haubenreisser, Meike Niggemann
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2013)
Article
Chemistry, Multidisciplinary
Jeanne-Marie Begouin, Meike Niggemann
CHEMISTRY-A EUROPEAN JOURNAL
(2013)
Article
Chemistry, Organic
Stefan Haubenreisser, Peter Hensenne, Sebastian Schroeder, Meike Niggemann
Article
Chemistry, Organic
Jeanne-Marie Begouin, Francesca Capitta, Xian Wu, Meike Niggemann
Editorial Material
Chemistry, Multidisciplinary
Meike Niggemann, Shuang Gao
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2018)
Article
Chemistry, Multidisciplinary
Marian Rauser, Raphael Eckert, Max Gerbershagen, Meike Niggemann
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2019)
Article
Chemistry, Multidisciplinary
Sebastian Schroeder, Christina Strauch, Niklas Gaelings, Meike Niggemann
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2019)
Article
Chemistry, Multidisciplinary
Christina Strauch, Sebastian Schroeder, Gwendal Grelier, Meike Niggemann
Summary: Vinyl triflimides undergo N-Tf bond cleavage through triplet-triplet energy transfer, generating radicals that undergo radical-radical coupling to achieve 1,2-difunctionalization without the need for external CF3 reagents.
CHEMISTRY-A EUROPEAN JOURNAL
(2022)
Article
Chemistry, Multidisciplinary
Marian Rauser, Christoph Ascheberg, Meike Niggemann
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2017)
