Synthesis of Nitroso, Nitro, and Related Compounds DOI
Tom G. Driver, Van V. Vu

Elsevier eBooks, Journal Year: 2023, Volume and Issue: unknown

Published: Jan. 1, 2023

Language: Английский

Recent developments in the cleavage, functionalization, and conjugation of proteins and peptides at tyrosine residues DOI Creative Commons
Shengping Zhang, Luis M. De Leon Rodriguez, Freda F. Li

et al.

Chemical Science, Journal Year: 2023, Volume and Issue: 14(29), P. 7782 - 7817

Published: Jan. 1, 2023

Peptide and protein selective modification at tyrosine residues has become an exploding field of research as constitutes a robust alternative to lysine cysteine-targeted traditional peptide/protein protocols. This review offers comprehensive summary the latest advances in tyrosine-selective cleavage, functionalization, conjugation peptides proteins from past three years. updated overview complements extensive body work on site-selective proteins, which holds significant relevance across various disciplines, including chemical, biological, medical, material sciences.

Language: Английский

Citations

29

Late-Stage C–H Nitration of Unactivated Arenes by Fe(NO3)3·9H2O in Hexafluoroisopropanol DOI

Yuzhu Zheng,

Qi-Qi Hu,

Qing Huang

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(15), P. 3316 - 3320

Published: April 10, 2024

Operationally simple and generally applicable arene nitration with cheap easily accessible chemicals has been a long-sought transformation in the synthetic organic community. In this work, we realized goal nontoxic inexpensive Fe(NO3)3·9H2O as nitro source recyclable solvent hexafluoroisopropanol promotor via network of hydrogen-bonding interactions. As result relative mildness high reliability protocol, late-stage various highly functionalized natural products commercially available drugs was realized.

Language: Английский

Citations

11

Nitration of o-xylene in the microreactor: Reaction kinetics and process intensification DOI
Shuai Guo,

Le‐Wu Zhan,

Bindong Li

et al.

Chemical Engineering Journal, Journal Year: 2023, Volume and Issue: 468, P. 143468 - 143468

Published: May 19, 2023

Language: Английский

Citations

17

Selective Arene Photonitration via Iron-Complex β-Homolysis DOI Creative Commons

Shuyang Liu,

Ziyu Gan, Min Jiang

et al.

JACS Au, Journal Year: 2024, Volume and Issue: 4(12), P. 4899 - 4909

Published: Nov. 21, 2024

Nitroaromatics, as an important member and source of nitrogen-containing aromatics, is bringing enormous economic benefits in fields pharmaceuticals, dyes, pesticides, functional materials, fertilizers, explosives. Nonetheless, the notoriously polluting nitration industry, which suffers from excessive discharge fumes waste acids, poor group tolerance, tremendous purification difficulty, renders mild, efficient, environmentally friendly a formidable challenge. Herein, we develop visible-light-driven biocompatible arene C–H strategy with good efficiency regioselectivity, marvelous substrate applicability wide application scale-up synthesis, total late-stage functionalization. A nitryl radical delivered through unusual β-homolysis photoexcited ferric-nitrate complex proposed to be key nitrification reagent this system.

Language: Английский

Citations

6

Dinitro-5,5-Dimethylhydantoin: An Arene Nitration Reagent DOI

F. Y. Jia,

Ao Li, Xiangdong Hu

et al.

Organic Letters, Journal Year: 2023, Volume and Issue: 25(25), P. 4605 - 4609

Published: June 15, 2023

The development of a new N-nitro type compound, dinitro-5,5-dimethylhydantoin (DNDMH), has been reported as an arene nitration reagent. exploration demonstrated that with DNDMH exhibited good tolerance diverse functional groups. It is notable that, among the two units DNDMH, only unit on N1 was delivered to nitroarene products. compound single N2 cannot promote nitration.

Language: Английский

Citations

12

Catalytic ipso‐Nitration of Organosilanes Enabled by Electrophilic N‐Nitrosaccharin Reagent DOI Creative Commons
Ivan Mosiagin, Anthony J. Fernandes, Alena Budinská

et al.

Angewandte Chemie International Edition, Journal Year: 2023, Volume and Issue: 62(41)

Published: Aug. 26, 2023

Nitroaromatic compounds represent one of the essential classes molecules that are widely used as feedstock for synthesis intermediates, preparation nitro-derived pharmaceuticals, agrochemicals, and materials on both laboratory industrial scales. We herein disclose efficient, mild, catalytic ipso-nitration organotrimethylsilanes, enabled by an electrophilic N-nitrosaccharin reagent allows chemoselective nitration under mild reaction conditions, while exhibiting remarkable substrate generality functional group compatibility. Additionally, conditions proved to be orthogonal other common functionalities, allowing programming molecular complexity via successive transformations or late-stage nitration. Detailed mechanistic investigation experimental computational approaches strongly supported a classical aromatic substitution (SE Ar) mechanism, which was found proceed through highly ordered transition state.

Language: Английский

Citations

12

Kinetics Research and Process Development for the Intensification of the Fully Continuous Flow Synthesis of 3‐Amino‐1‐Adamantanol DOI
Jiadi Zhou, Weilong Zhang, Shoumin Bai

et al.

Chemical Engineering & Technology, Journal Year: 2025, Volume and Issue: unknown

Published: April 14, 2025

Abstract 3‐Amino‐1‐adamantanol (3AA) is an important intermediate of vildagliptin. In this work, a fully continuous flow synthesis 3‐amino‐1‐adamantanol has been proposed. Selecting amantadine sulfate (AS) as the starting material, effects process parameters were systematically investigated, such molar ratio reactants, amount sulfuric acid and reaction temperature. The kinetics nitration carried out in both batch processes to explain relationship between rate constant. Based on apparent constants thermodynamic parameters, 3AA combining nitration, hydrolysis neutralization realized. Compared with method, time was shortened from 8 h 36 min, side reactions significantly inhibited, yield increased 87.8 % 95.2 by strategy.

Language: Английский

Citations

0

An efficient Cu catalyzed regioselective Ortho-nitration approach for the synthesis of 2-nitroarylcyanamides: Molecular docking and ADME studies DOI
S. N. Murthy Boddapati, Ramana Tamminana,

Hari Jyothi Senapathi

et al.

Journal of Molecular Structure, Journal Year: 2025, Volume and Issue: unknown, P. 141409 - 141409

Published: Jan. 1, 2025

Language: Английский

Citations

0

Development of a scalable and sustainable continuous-flow microreaction process for mononitration of aromatic compounds with high selectivity and yield DOI Creative Commons

Dong Xing,

Xiangui Lei,

Yufeng Fu

et al.

RSC Advances, Journal Year: 2025, Volume and Issue: 15(5), P. 3474 - 3479

Published: Jan. 1, 2025

This continuous-flow mononitration process for aromatic compounds features high yield and selectivity. It is easy to scale up, stable, practical.

Language: Английский

Citations

0

Nitration of deactivated aromatic compounds using Lithium nitrate DOI

Weihao Ma,

Joseph J. McBride,

Robert S. Phillips

et al.

Tetrahedron Letters, Journal Year: 2025, Volume and Issue: 159, P. 155515 - 155515

Published: March 4, 2025

Language: Английский

Citations

0