19901-85-0

Upstream product

• 100421-45-2 (2-Hydroxy-1-phenyl-propyl)-carbamic acid methyl ester 
• 950523-09-8 C₁₀H₉NO₂ 
• 873-66-5 1-propenylbenzene 
• 51-79-6 urethane 
• 65935-44-6 1-phenylpropan-2-yl chloroformate 
• 100421-22-5 (2-Oxo-1-phenyl-propyl)-carbamic acid methyl ester 
• 155396-71-7 tert-butyl N-(phenyl(phenylsulfonyl)methyl)carbamate 
• 941575-54-8 tert-butyl (1-phenylprop-2-yn-1-yl)carbamate 

Downstream Products

• 42746-62-3 5c-methyl-3-nitroso-4r-phenyl-oxazolidin-2-one 

Relevant academic research and scientific papers

Versatile Cp*Co(III)(LX) Catalyst System for Selective Intramolecular C-H Amidation Reactions

Herein, we report the development of a tailored cobalt catalyst system of Cp*Co(III)(LX) toward intramolecular C-H nitrene insertion of azidoformates to afford cyclic carbamates. The cobalt complexes were easy to prepare and bench-stable, thus offering a convenient reaction protocol. The catalytic reactivity was significantly improved by the electronic tuning of the bidentate LX ligands, and the observed regioselectivity was rationalized by the conformational analysis and DFT calculations of the transition states. The superior performance of the newly developed cobalt catalyst system could be broadly applied to both C(sp2)-H and C(sp3)-H carbamation reactions under mild conditions.

Synthesis of oxazolidinones: Rhodium-catalyzed C-H amination of: N -mesyloxycarbamates

N-Mesyloxycarbamates undergo intramolecular C-H amination reactions to afford oxazolidinones in good to excellent yields in the presence of rhodium(ii) carboxylate catalysts. The reaction is performed under green conditions and potassium carbonate is used, forming biodegradable potassium mesylate as a reaction by-product. This method enables the production of electron-rich, electron-deficient, aromatic and heteroaromatic oxazolidinones in good to excellent yields. Conformationally restricted cyclic secondary N-mesyloxycarbamates furnish cis-oxazolidinones in high yields and selectivity; DFT calculations are provided to account for the observed selectivity. trans-Oxazolidinones were prepared from acyclic secondary N-mesyloxycarbamates using Rh2(oct)4. The selectivity was reverted with a cytoxazone N-mesyloxycarbamate precursor using large chiral rhodium(ii) carboxylate complexes, affording the corresponding cis-oxazolidinone. This orthogonal selectivity was used to achieve the formal synthesis of (-)-cytoxazone.

A practical gold-catalyzed route to 4-substituted oxazolidin-2-ones from N-Boc propargylamines

Au1-catalyzed cyclization of N-Boc propargylamines into 4-alkylidene oxazolidin-2-ones is described. This modular approach provides access to a variety of nonproteogenic 4-substituted oxazolidinones that are important in asymmetric synthesis an

Aminotellurinylation of Olefins and Its Utilization for Synthesis of 2-Oxazolidinones

Benzenetellurinyl acetate or trifluoroacetate in combination with ethyl carbamate effected regio- and stereoselective aminotellurinylation of olefins in the presence of boron trifluoride etherate in chloroform under reflux to give ethyl carbamates in high yields.Benzenetellurinyl trifluoromethanesulfonate similarly did it even at the lower temperature of refluxing dichloromethane without Lewis acid.This reaction was successfully extended to cyclofunctionalization of olefinic carbamates into nitrogen heterocycles.Furthermore, when the aminotellurinylation was carried out in refluxing 1,2-dichloroethane, 2-oxazolidinone was obtained in a high yield.A mechanism of addition followed by intramolecular substitution in proposed on the basis of the stereochemistry of 2-oxazolidinone derivatives.

Organotellurium-mediated Synthesis of Oxazolidin-2-ones from Alkenes

Phenyltellurinyl trifluoroacetate in combination with ethyl carbamate and boron trifluoride-diethyl ether reacted with alkenes in refluxed 1,2-dichloroethane, regio- and stereo-selectively giving oxazolidin-2-ones in high yields.

AMIDOALKYLATION OF AROMATIC COMPOUNDS WITH METHYLGLYOXAL-BISMETHYLCARBAMATE. A NEW SYNTHESIS OF 1-AMINO-1-PHENYL-2-PROPANONE DERIVATIVES AND SUBSTITUTED BENZOFURANS

The synthesis of 1-methoxycarbonylamino-1-aryl-2-propanones 4 and 3-methoxy carbonylamino-3-methylbenzofurans 7 by the direct amidoalkylation of aromatic compounds with methylglyoxal-bismethylcarbamate(3) is described.The amidopropanones (4) were further