85630-21-3

Upstream product

• 88-10-8 N,N-diethylcarbamyl chloride 
• 108-95-2 phenol 
• 634-95-7 N,N-diethylurea 
• 90-02-8 salicylaldehyde 
• 617-84-5 N-formyldiethylamine 
• 77253-32-8 N-ethyl-N-propylformamide 
• 65009-00-9 O-phenyl N,N-diethylcarbamate 
• 68-12-2 N,N-dimethyl-formamide 

Downstream Products

• 731785-56-1 2-(N,N-diethyl-1-carbamoyloxyphenyl-2-)-1,3-dioxane 

Relevant academic research and scientific papers

Corrigendum to “Copper ferrite superparamagnetic nanoparticles as a heterogeneous catalyst for directed phenol/formamide coupling” [Tetrahedron Lett. 58 (2017) 3370–3373] (Tetrahedron Letters (2017) 58(34) (3370–3373), (S0040403917309048), (10.1016/j.tetl

The authors regret that some characterization images of the catalyst and some NMR data of the compounds in Table 2 were shown incorrectly in the Supplementary Data. The coupling reactions were therefore re-run using the reported procedure and isolation of

Directed ortho-Metalation of O-Aryl N,N-Dialkylcarbamates: Methodology, Anionic ortho-Fries Rearrangement, and Lateral Metalation

The directed ortho-lithiation reactions of O-aryl N,N-dialkylcarbamates as well as O-1-naphthyl and O-2-naphthyl N,N-dialkylcarbamates with sec-butyllithium/tetramethylethylenediamine (sBuLi/TMEDA) followed by quenching with various electrophiles afford a range of polysubstituted aromatic compounds. If the solutions of the ortho-lithiated carbamates are warmed to room temperature without the addition of external electrophiles, salicylamide and 1- and 2-hydroxynaphthamide derivatives are formed through anionic ortho-Fries rearrangements. The relative stabilities and reactivities of different O-aryl N,N-dialkylcarbamates were investigated. The lateral metalation of 2-tolyl carbamates with lithium diisopropylamide (LDA) provides a route to benzo[b]furan-2(3H)-ones. Previously reported results are used in a comparison of seven O-based directed metalation groups in reactions with several electrophiles. The described methodology is useful for the preparation of 1,2,3-substituted aromatic compounds.

Synthesis method of medicine intermediate carbamate compounds

The invention provides a synthesis method of medicine intermediate carbamate compounds. Compounds disclosed as Formula (I) and compounds disclosed as Formula (II) react in an organic solvent in the presence of a catalyst and a ligand to obtain carbamate compounds. The method implements high-yield synthesis of carbamate compounds, and has favorable application prospects.

Copper ferrite superparamagnetic nanoparticles as a heterogeneous catalyst for directed phenol/formamide coupling

The copper ferrite-catalyzed, directed coupling of ortho-arylated phenols and dialkylformamides in the presence of a peroxide oxidant is described. Acyclic and cyclic amides were compatible with the reaction conditions. The copper ferrite catalyst is hete

Copper-catalyzed cross dehydrogenative coupling of N,N-disubstituted formamides and phenols: A direct access to carbamates

An efficient copper-catalyzed protocol has been developed for the synthesis of carbamates from dialkylformamides and phenols possessing directing groups such as benzothiazole, quinoline and formyl at the ortho-position. In this chelation assisted approach, C-O bond formation takes place via a cross dehydrogenative coupling (CDC) between the formyl C-H of dialkylformamide and phenolic O-H in the presence of copper(II)acetate/aqueous tertbutyl hydroperoxide. Under identical reaction conditions, salicylic acid derivatives underwent amidation with the carboxylic group rather than formamidation of the phenolic OH. The use of a cheap and environmentally benign catalyst along with the tolerance of a wide range of functional groups makes this an easy, phosgene-free route to carbamates. carbamates; C-H activation; copper catalysis; cross dehyrogenative coupling

Copper-catalyzed oxidative coupling of formamides with salicylaldehydes: Synthesis of carbamates in the presence of a sensitive aldehyde group

A diverse library of novel carbamates was synthesized utilizing copper-catalyzed oxidative C-O coupling of formamides and salicylaldehydes. Sensitive aldehyde groups remained intact in the presence of an oxidant and a transition-metal salt. Salicylaldehydes bearing electron-donating, electron-withdrawing, and halogen groups as well as 1-hydroxy-2-naphthaldehydes provided the desired carbamates in good to excellent yields.

Application of directed metalation in synthesis. Part 6: A novel anionic rearrangement under directed metalation conditions leading to heteroannulation

A short and efficient synthesis of condensed 1,4-oxathiin-2-ones from easily available phenols is described. The key step in this synthesis is a hitherto unreported anionic rearrangement under directed metalation conditions. The rearrangement occurs after

The Directed Ortho Lithiation of O-Aryl Carbamates. An Anionic Equivalent of the Fries Rearrangement

Ortho-Lithiated O-aryl carbamates 3 constitute new synthetic intermediates which by treatment with a variety of electrophiles lead to ortho-substituted carbamates 4 and by rearrangement provide salicylamides 6.