Iron(II)-catalyzed intermolecular aziridination of alkenes employing hydroxylamine derivatives as clean nitrene sources

2021 ◽  
Author(s):  
Georgina Kirby ◽  
Laurence Grimaud ◽  
Maxime R. Vitale ◽  
Guillaume Prestat ◽  
Farouk Berhal
Keyword(s):  
Hydroxylamine Derivatives

The iron-catalyzed intermolecular aziridination of alkenes with hydroxylamine derivatives is described. Using simple iron(II) sources and readily available ligands, the formal (2+1) cycloaddition process proved to be efficient on both...

Selectfluor-induced C(sp2)–O coupling reaction of N-substituted anilines with hydroxylamine derivatives

2018 ◽  
Vol 16 (33) ◽  
pp. 6017-6024 ◽  
Author(s):  
Bin Sun ◽  
Shi Yin ◽  
Xiaohui Zhuang ◽  
Can Jin ◽  
Weike Su
Keyword(s):  
Coupling Reaction ◽  
Cross Coupling ◽  
Coupling Reactions ◽  
Substituted Anilines ◽  
Metal Free ◽  
Cross Coupling Reactions ◽  
Hydroxylamine Derivatives

We developed a novel metal-free method for the construction of C(sp2)–O bonds via oxidative cross-coupling reactions between various N-substituted anilines and hydroxylamine derivatives just using commercially available Selectfluor as an oxidant.

scholarly journals Addition of lithiated enol ethers to nitrones and subsequent Lewis acid induced cyclizations to enantiopure 3,6-dihydro-2H-pyrans – an approach to carbohydrate mimetics

2010 ◽  
Vol 6 ◽  
Author(s):  
Fabian Pfrengle ◽  
Hans-Ulrich Reissig
Keyword(s):  
Lewis Acid ◽  
Functional Group ◽  
Tricarboxylic Acid ◽  
Membered Ring ◽  
Enol Ether ◽  
Enol Ethers ◽  
Acidic Conditions ◽  
Hydroxylamine Derivatives

A stereodivergent synthesis of enantiopure 3,6-dihydro-2H-pyrans is presented. The addition of lithiated enol ethers to carbohydrate-derived nitrones afforded syn- or anti-configured hydroxylamine derivatives 4a–d that were cyclized under Lewis acidic conditions to yield functionalized dihydropyrans cis- or trans-5a–d containing an enol ether moiety. This functional group was employed for a variety of subsequent reactions such as dihydroxylation or bromination. Bicyclic enol ether 19 was oxidatively cleaved to provide the highly functionalized ten-membered ring lactone 20. The synthesized enantiopure aminopyrans 24, 26, 28 and 30 can be regarded as carbohydrate mimetics. Trimeric versions of 24 and 28 were constructed via their attachment to a tricarboxylic acid core.

Synthesis of N-Pyridyl Hydroxylamines via Copper-Catalyzed Cross-Coupling

Synthesis ◽  
2019 ◽  
Vol 51 (15) ◽  
pp. 2891-2896
Author(s):  
Carilyn Torruellas ◽  
Fu-Lian Hsu ◽  
Andrew J. Walz
Keyword(s):  
Cross Coupling ◽  
Protecting Groups ◽  
Hydroxylamine Derivatives

N-Pyridyl hydroxylamine derivatives were prepared via copper-catalyzed cross-coupling of orthogonally functionalized hydroxylamines with iodopyridines. Various amino- and hydroxyl-protecting groups were tolerated. A total of 20 examples were synthesized in 28–90% yield.

.alpha.-Deoxysilylation of hydroxylamine derivatives. New method for nitrene generation

1974 ◽  
Vol 96 (22) ◽  
pp. 7144-7145 ◽  
Author(s):  
Fai P. Tsui ◽  
Theresa M. Vogel ◽  
Gerald Zon
Keyword(s):  
New Method ◽  
Hydroxylamine Derivatives

SOME HYDROXYLAMINE DERIVATIVES OF ANTHRANILIC ACID1

1942 ◽  
Vol 07 (6) ◽  
pp. 508-516 ◽  
Author(s):  
ALFRED W. SCOTT ◽  
BURRELL L. WOOD
Keyword(s):  
Hydroxylamine Derivatives ◽  
Derivatives Of

Selective Inhibition of PLP-Dependent Enzymes by Hydroxylamine Derivatives

1987 ◽  
pp. 317-320 ◽  
Author(s):  
A. R. Khomutov ◽  
A. G. Gabibov ◽  
E. N. Khurs ◽  
E. A. Tolosa ◽  
A. M. Shuster ◽  
...  
Keyword(s):  
Selective Inhibition ◽  
Hydroxylamine Derivatives
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