Article
Chemistry, Organic
Xue Liu, Long Liu, Tianzeng Huang, Jingjing Zhang, Zhi Tang, Chunya Li, Tieqiao Chen
Summary: The trifluoromethylation of benzoic acids using anhydrides as in situ activating reagents allows for a wide range of carboxylic acids to react efficiently, providing a facile method for preparing aryl trifluoromethyl ketones from readily available starting materials.
Article
Chemistry, Organic
Joshua K. Mitchell, Waseem A. Hussain, Ajay H. Bansode, Ryan M. O'Connor, Dan E. Wise, Michael H. Choe, Marvin Parasram
Summary: Here, a protocol for anaerobic oxidation of alcohols, amines, aldehydes, and imines is reported using photoexcited nitroarenes. Mechanistic studies show that photoexcited nitroarenes undergo double hydrogen atom transfer (HAT) steps with alcohols and amines, leading to ketone and imine products. In the presence of aldehydes and imines, successive HAT and oxygen atom transfer (OAT) events occur, yielding carboxylic acids and amides, respectively. The use of a continuous-photoflow setup reduces reaction times.
Article
Chemistry, Organic
Dylan Smeyne, Katherine Verboom, Maria Bryan, James LoBue, Abid Shaikh
Summary: This electrolytic method involves direct oxidative coupling of aldehydes with alcohols to produce esters with high yields. It is easy to operate and offers a sustainable alternative to conventional methods.
TETRAHEDRON LETTERS
(2021)
Article
Chemistry, Organic
Keisuke Takahashi, Shunya Kudo, Kiharu Kawamura, Taichi Kusakabe, Shoko Kikkawa, Isao Azumaya, Keisuke Kato
Summary: The proposed structure of mohangic acid C (3) was synthesized through a series of reactions, which selectively introduced specific functional groups and constructed the overall framework of the molecule.
Review
Chemistry, Multidisciplinary
Nian Li, Yantao Li, Xiaopeng Wu, Chengjian Zhu, Jin Xie
Summary: Deuterated chemicals are indispensable in pharmaceutical engineering, material science, and synthetic chemistry. Radical deuterium-labelling technology has seen rapid growth with the development of radical chemistry, leading to the discovery of diverse, mild, cheap, and efficient strategies for deuterium atom installation. This review summarizes recent achievements of radical deuteration, categorized by reaction types.
CHEMICAL SOCIETY REVIEWS
(2022)
Article
Chemistry, Organic
Donghui Guo, Qiupeng Peng, Bei Zhang, Jian Wang
Summary: The novel method described in this report allows for the atroposelective generation of axially chiral amino esters using hemiaminals formed in situ, with a wide substrate scope, good functional group tolerance, and rapid assembly of axially chiral amino esters with high enantioselectivities in good to high yields.
Correction
Chemistry, Multidisciplinary
Yiju Liao, Alexandria Aspin, Ziming Yang
Summary: This study provides a correction for the paper "Anaerobic oxidation of aldehydes to carboxylic acids under hydrothermal conditions" by Yiju Liao et al. published in RSC Advances. The corrected findings are of significant importance for further developments in this field.
Article
Chemistry, Multidisciplinary
Martin S. Maier, Andrej Shemet, Dirk Trauner
Summary: The 2'-phosphodiesterase inhibitor A-74528 is a complex type II polyketide with intriguing biosynthesis and unusual biological activity. This study focuses on the synthesis of A-74528, specifically the construction of its carbon skeleton and the installation of its stereocenters. The strategy involves various reactions to establish carbocycles and append the pyrone moiety.
Article
Chemistry, Applied
Laurent Vanoye, Alain Favre-Reguillon
Summary: This study further investigated the liquid-phase oxidation reaction and demonstrated the pivotal role of acylperoxy radical, while pointing out that the commonly accepted oxidation pathway may be overlooked.
ORGANIC PROCESS RESEARCH & DEVELOPMENT
(2022)
Article
Chemistry, Inorganic & Nuclear
Isabel Guerrero, Clara Vinas, Xavier Fontrodona, Isabel Romero, Francesc Teixidor
Summary: An original cooperative photoredox catalytic system has been synthesized, in which noncovalent interactions link the metallacarborane catalyst and the oxidation catalyst, improving catalytic efficiency and avoiding costly covalent bonding. Significant electronic coupling between the two catalysts was identified in electrochemical studies in water.
INORGANIC CHEMISTRY
(2021)
Article
Chemistry, Multidisciplinary
Yuichiro Kawamoto, Ayaka Nishitani, Yukari Yoshimura, Toyoharu Kobayashi, Hisanaka Ito
Summary: The first racemic total synthesis of phomopsol B has been achieved, involving a multi-step reaction to construct the complex skeleton.
CHEMICAL COMMUNICATIONS
(2023)
Article
Chemistry, Organic
Rui Wang, Pengchao Sun, Weiwei Jin, Yonghong Zhang, Bin Wang, Yu Xia, Fei Xue, Ablimit Abdukader, Chenjiang Liu
Summary: This paper developed two efficient methods for the oxidative cleavage of C-C single bonds of vicinal tertiary diols and discussed their advantages and limitations. The results of the study demonstrate that the organic electrosynthesis method is greener and more efficient.
ORGANIC CHEMISTRY FRONTIERS
(2022)
Article
Chemistry, Organic
Ling Zhao, Xiaochun He, Tianhua Cui, Xufeng Nie, Jiaqi Xu, Xueli Zheng, Weidong Jiang, Maolin Yuan, Hua Chen, Haiyan Fu, Ruixiang Li
Summary: The acceptorless dehydrogenative cross-coupling of primary alcohols to form cross-esters with the liberation of H2 gas was achieved using a [RuCl(eta 6-C6H6)(Kappa 2-CNP)][PF6]Cl complex as the catalyst. This sustainable protocol is applicable to a wide range of primary alcohols, particularly those that are sterically demanding, and it exhibits good functional group tolerance and high selectivity. The nitrogen-phosphine-functionalized N-heterocyclic carbene (CNP) ligand, which adopts a facial coordination mode and allows for facile dissociation of coordinated benzene, is responsible for the excellent catalytic performance.
JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Organic
Shayne M. Weierbach, Robert P. Reynolds, Shannon M. Stephens, Kostantinos V. Vlasakakis, Ramsey T. Ritter, Olivia M. White, Nishi H. Patel, Eric C. Hayes, Sydney Dunmire, Kyle M. Lambert
Summary: This study investigates the oxidation of various aryl and aliphatic thiols using the environmentally friendly Bobbitt's salt, resulting in the formation of disulfide products with high yields and chemoselectivity in water, methanol, or acetonitrile solvent. Both experimental and computational studies reveal that the oxidation occurs through a polar two-electron process, leading to unexpected deoxygenation of the oxoammonium cation via homolysis of the weak N-O bond. This unique consumption of the oxidant has important implications for the development of radical traps, electrochemical processes, and applications in biological systems involving nitroxide-based reactions.
JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Physical
Samuel E. Michaud, Michaela M. Barber, Kevin E. Rivera Cruz, Charles C. L. McCrory
Summary: The electrochemical reduction of CO2 and H2O to solar fuels is a promising strategy for energy storage, and the oxidation of organic alcohols in the alcohol oxidation reaction is a promising alternative anode reaction. Co2NiO4 is a promising catalyst for alcohol oxidation, showing high catalytic activity and selectivity for different alcohols.
Article
Chemistry, Organic
Geeta Devi Yadav, Pooja Chaudhary, Balaram Pani, Surendra Singh
Summary: Chiral transition metal complexes with privileged ligands are efficient catalysts for various asymmetric organic transformations. Transition metal complexes of C1-symmetric pyrrolidine-based ligands have been widely used in asymmetric organic reactions. However, a comprehensive review article on the transition metal complexes of chiral C1-symmetric pyrrolidine-based ligands derived from (L)-proline has not been published.
TETRAHEDRON LETTERS
(2024)
