Journal ArticleDOI
1,2-Addition of Alkyl Grignard Reagents to the Nitro Group: Simple Access to 2-[Alkyl(hydroxy)amino]pyridine N-Oxides and 2-Alkylaminopyridine N-Oxides
Reads0
Chats0
TLDR
In this article, the unexpected 1,2-addition of various alkyl Grignard reagents to nitro groups is described, and a simple method for the formation of carbon-nitrogen bonds without a transition metal catalyst is provided.About:
This article is published in European Journal of Organic Chemistry.The article was published on 2013-09-01. It has received 9 citations till now. The article focuses on the topics: Beta-Hydride elimination & Grignard reaction.read more
Citations
More filters
Journal ArticleDOI
Zinc-Mediated Allylation and Benzylation of Phenylazocarboxylic Esters.
Roman Lasch,Markus R. Heinrich +1 more
TL;DR: The linkage of allyl units was shown to depend on the substitution pattern at the double bond of the allyl halide, and the hydrazines obtained are useful precursors for indoles and indazoles.
Journal ArticleDOI
Multi‐Gram Scale Synthesis of 1,2,3‐Triazolium Ionic Liquids and Assay of Their Resistance towards Bases
Journal ArticleDOI
Diastereoselective FeCl3·6H2O/NaBH4 Reduction of Oxime Ether for the Synthesis of β-Lactamase Inhibitor Relebactam
John Y. L. Chung,Dongfang Meng,Michael Shevlin,Venugopal Gudipati,Qinghao Chen,Yizhou Liu,Yu-hong Lam,Aaron M. Dumas,Jeremy P. Scott,Qiang Tu,Feng Xu +10 more
TL;DR: An efficient synthesis of key chiral piperidine intermediate 1 suitable for large scale preparation of relebactam is described, which includes a unique highly diastereoselective FeCl3∙6H2O / NaBH4 reduction of a chiral oxime ether and a chemoselectives amidation of the resulting unprotected pipecolic acid.
Book ChapterDOI
Six-Membered Ring Systems: Pyridine and Benzo Derivatives
TL;DR: The pyridine scaffold and its benzo derivatives are present in a number of natural products, biologically active materials, as well as in materials with interesting physical and chemical properties as discussed by the authors.
Journal ArticleDOI
A Simple and Efficient Synthesis of Secondary Alkylamines from Nitroalkanes
Zhi Huang,Jianbo Lv,Yanxing Jia +2 more
TL;DR: In this paper, the 1, 2-addition of various alkyl Grignard reagents to nitroalkanes gives N-substituted hydroxylamines, which are readily converted into secondary dialkylamines upon reduction.
References
More filters
Journal ArticleDOI
A New General Preparation of Polyfunctional Diarylamines by the Addition of Functionalized Arylmagnesium Compounds to Nitroarenes
Ioannis Sapountzis,Paul Knochel +1 more
TL;DR: The addition of functionalized arylmagnesium halides to nitroarenes in THF provides, after reductive workup (FeCl(2), NaBH(4)), various polyfunctional diarylamines in 63-86% yield.
Journal ArticleDOI
Transition-Metal-Free Direct Arylation: Synthesis of Halogenated 2-Amino-2′-hydroxy-1,1′-biaryls and Mechanism by DFT Calculations
TL;DR: DFT calculations suggest that from the N,O-biarylhydroxylamine intermediate there is a low-energy stepwise pathway that involves initial Mg-mediated N-O bond cleavage followed by pathway branching toward either [3,3]- or [5,5]-rearrangement products via C-C bond formation and rearomatization.
Journal ArticleDOI
Strong ferromagnetic exchange couplings in copper(II) and nickel(II) complexes with a paramagnetic tridentate chelate ligand, 2,2'-bipyridin-6-yl tert-butyl nitroxide.
TL;DR: A paramagnetic ligand 6bpyNO (2,2'-bipyridin-6-yl tert-butyl nitroxide) is a newcomer in the field of metal-radical hybrid magnetic materials.