Literature DB >> 24341483

Chemoselective reductions of nitroaromatics in water at room temperature.

Sean M Kelly1, Bruce H Lipshutz.   

Abstract

A robust and green protocol for the reduction of functionalized nitroarenes to the corresponding primary amines has been developed. It relies on inexpensive zinc dust in water containing nanomicelles derived from the commercially available designer surfactant TPGS-750-M. This mild process takes place at room temperature and tolerates a wide range of functionalities. Highly selective reductions can also be achieved in the presence of common protecting groups.

Entities:  

Mesh:

Substances:

Year:  2013        PMID: 24341483      PMCID: PMC4013784          DOI: 10.1021/ol403079x

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  7 in total

1.  Chemoselective transfer hydrogenation to nitroarenes mediated by cubane-type Mo3S4 cluster catalysts.

Authors:  Iván Sorribes; Gerrit Wienhöfer; Cristian Vicent; Kathrin Junge; Rosa Llusar; Matthias Beller
Journal:  Angew Chem Int Ed Engl       Date:  2012-06-18       Impact factor: 15.336

2.  "Designer"-Surfactant-Enabled Cross-Couplings in Water at Room Temperature.

Authors:  Bruce H Lipshutz; Subir Ghorai
Journal:  Aldrichimica Acta       Date:  2012-01-01       Impact factor: 3.667

3.  Highly selective reduction of nitroarenes by iron(0) nanoparticles in water.

Authors:  Raju Dey; Nirmalya Mukherjee; Sabir Ahammed; Brindaban C Ranu
Journal:  Chem Commun (Camb)       Date:  2012-04-24       Impact factor: 6.222

4.  General and selective iron-catalyzed transfer hydrogenation of nitroarenes without base.

Authors:  Gerrit Wienhöfer; Iván Sorribes; Albert Boddien; Felix Westerhaus; Kathrin Junge; Henrik Junge; Rosa Llusar; Matthias Beller
Journal:  J Am Chem Soc       Date:  2011-07-22       Impact factor: 15.419

5.  Fe3O4 nanoparticles: a conveniently reusable catalyst for the reduction of nitroarenes using hydrazine hydrate.

Authors:  Seyoung Kim; Eunsuk Kim; B Moon Kim
Journal:  Chem Asian J       Date:  2011-07-08

6.  TPGS-750-M: a second-generation amphiphile for metal-catalyzed cross-couplings in water at room temperature.

Authors:  Bruce H Lipshutz; Subir Ghorai; Alexander R Abela; Ralph Moser; Takashi Nishikata; Christophe Duplais; Arkady Krasovskiy; Ricky D Gaston; Robert C Gadwood
Journal:  J Org Chem       Date:  2011-05-09       Impact factor: 4.354

Review 7.  On the way towards greener transition-metal-catalyzed processes as quantified by E factors.

Authors:  Bruce H Lipshutz; Nicholas A Isley; James C Fennewald; Eric D Slack
Journal:  Angew Chem Int Ed Engl       Date:  2013-09-12       Impact factor: 15.336

  7 in total
  9 in total

1.  Palladium Catalyzed Arylation and Benzylation of Nitroarenes Using Aryl Sulfonates and Benzyl Acetates.

Authors:  Zubaoyi Yi; Yodit Aschenaki; Ryan Daley; Stephen Davick; Abigail Schnaith; Rylee Wander; Dipannita Kalyani
Journal:  J Org Chem       Date:  2017-06-15       Impact factor: 4.354

2.  Transitioning organic synthesis from organic solvents to water. What's your E Factor?

Authors:  Bruce H Lipshutz; Subir Ghorai
Journal:  Green Chem       Date:  2014-08-01       Impact factor: 10.182

3.  Design, synthesis and biological activity of pyrazinamide derivatives for anti-Mycobacterium tuberculosis.

Authors:  Shiyang Zhou; Shanbin Yang; Gangliang Huang
Journal:  J Enzyme Inhib Med Chem       Date:  2017-12       Impact factor: 5.051

4.  Evaluation of Nitrobenzyl Derivatives of Camptothecin as Anti-Cancer Agents and Potential Hypoxia Targeting Prodrugs.

Authors:  Dinghua Liang; Xing Wu; Brian B Hasinoff; David E Herbert; Geoffrey K Tranmer
Journal:  Molecules       Date:  2018-08-15       Impact factor: 4.411

5.  An aza-Diels-Alder approach to chlorinated quinolines, benzoquinolines, and polybenzoquinolines.

Authors:  Juhwan Kim; Mehran J Umerani; Reina Kurakake; Huiting Qin; Joseph W Ziller; Alon A Gorodetsky; Young S Park
Journal:  RSC Adv       Date:  2021-04-14       Impact factor: 3.361

6.  Dibenzofuran Derivatives Inspired from Cercosporamide as Dual Inhibitors of Pim and CLK1 Kinases.

Authors:  Viet Hung Dao; Isabelle Ourliac-Garnier; Cédric Logé; Florence O McCarthy; Stéphane Bach; Teresinha Gonçalves da Silva; Caroline Denevault-Sabourin; Jérôme Thiéfaine; Blandine Baratte; Thomas Robert; Fabrice Gouilleux; Marie Brachet-Botineau; Marc-Antoine Bazin; Pascal Marchand
Journal:  Molecules       Date:  2021-10-30       Impact factor: 4.411

7.  Phosphorus-Doped Activated Coconut Shell Carbon-Anchored Highly Dispersed Pt for the Chemoselective Hydrogenation of Nitrobenzene to p-Aminophenol.

Authors:  Yang Liu; Yao Sheng; Yuchen Yin; Jiaan Ren; Xinrui Lin; Xiujing Zou; Xueguang Wang; Xionggang Lu
Journal:  ACS Omega       Date:  2022-03-21

8.  Synthesis of spirocyclic Δ4-isoxazolines via [3 + 2] cycloaddition of indanone-derived ketonitrones with alkynes.

Authors:  Yilin Liu; Jiaxue Liu; Yan-Yun Liu; Boxiao Tang; Hongwei Lin; Yuanxiang Li; Lin Zhang
Journal:  RSC Adv       Date:  2021-09-13       Impact factor: 3.361

Review 9.  Catalytic and non-catalytic amidation of carboxylic acid substrates.

Authors:  Keyvan Pedrood; Saeed Bahadorikhalili; Vahid Lotfi; Bagher Larijani; Mohammad Mahdavi
Journal:  Mol Divers       Date:  2021-06-13       Impact factor: 2.943

  9 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.