85630-17-7

Upstream product

• 150-19-6 O-methylresorcine 
• 88-10-8 N,N-diethylcarbamyl chloride 
• 108-46-3 recorcinol 
• 75-44-5 phosgene 

Downstream Products

• 85630-25-7 O-(2-carboxy-5-methoxy)phenyl N,N-diethylcarbamate 
• 85630-24-6 O-(2-carboxy-3-methoxy)phenyl N,N-diethylcarbamate 
• 1245728-71-5 3-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl diethylcarbamate 
• 1245824-42-3 5-methoxy-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl N,N-diethylcarbamate 
• 10040-94-5 1-(3-methoxyphenyl)-1H-imidazole 
• 889361-55-1 1-(triisopropylsilyl)-2-(3-methoxyphenyl)ethyne 
• 1225288-09-4 O-(2-iodo-5-methoxy)phenyl N,N-diethylcarbamate 
• 404377-69-1 2-(3-methoxyphenyl)-5-methyl-1,3-benzoxazole 
• 121980-50-5 2-iodo-3-(methyloxy)phenol 
• 1445899-08-0 2-hydroxy-5-methoxyphenyl diethylcarbamate 
• 1453186-32-7 (E)-methyl 3-(2-((diethylcarbamoyl)oxy)-4-methoxyphenyl)acrylate 
• 1417448-17-9 (E)-ethyl 3-(2-((diethylcarbamoyl)oxy)-4-methoxyphenyl)but-2-enoate 
• 1259161-77-7 C₁₂H₁₆ClNO₃ 
• 85630-30-4 N,N-diethyl-2-hydroxy-6-methoxybenzamide 

Relevant academic research and scientific papers

N -Arylation of (hetero)arylamines using aryl sulfamates and carbamates via C-O bond activation enabled by a reusable and durable nickel(0) catalyst

An effective and general aryl amination protocol has been developed using a magnetically recoverable Ni(0) based nanocatalyst. This new stable catalyst was prepared on Fe3O4@SiO2 modified by EDTA and investigated by FT-IR, EDX, TEM, XRD, DLS, FE-SEM, XPS, NMR, TGA, VSM, ICP and elemental analysis techniques. The reaction proceeded via carbon-oxygen bond cleavage of (hetero)aryl carbamates and sulfamates under simple and mild conditions without the use of any external ligands. This method demonstrated functional group tolerance in the N-arylation of various nitrogen-containing compounds as well as aliphatic amines, anilines, pyrroles, pyrazoles, imidazoles, indoles, and indazoles with good to excellent yields. Furthermore, the catalyst could be easily recovered by using an external magnetic field and directly reused at least six times without notable reduction in its activity. This journal is

Access to Biphenyls by Palladium-Catalyzed Oxidative Coupling of Phenyl Carbamates and Phenols

The oxidative cross-coupling of phenols (3 equiv) to various substituted phenyl N, N -diethylcarbamates was explored with a variety of substrates. Pd(OAc) 2 was employed as the catalyst (20 molpercent) and K 2 S 2 O 8

Directed ortho-Metalation of Aryl Amides, O-Carbamates, and Methoxymethoxy Systems: Directed Metalation Group Competition and Cooperation

A systematic study on the competitive metalation of derivatives containing four directed metalation groups (DMGs), namely, Cl, OMe, methoxymethoxy (OMOM), and CONEt2, in comparison with the OCONEt2 DMG is described. In addition, the

Rhodium-Catalyzed C-O Bond Alkynylation of Aryl Carbamates with Propargyl Alcohols

The rhodium-catalyzed alkynylation of aryl carbamates with propargyl alcohols is described. This methodology can provide aryl acetylenes from aryl carbamates via C-O bond activation. The use of propargyl alcohols as alkynylating agents allows the use of a variety of functional groups that are incompatible with organometallic nucleophiles. This reaction also serves to broaden the utility of a carbamate moiety as a convertible ortho directing group.

Double heteroatom functionalization of arenes using benzyne three-component coupling

Arynes participate in three-component coupling reactions with N, S, P, and Se functionalities to yield 1,2-heteroatom-difunctionalized arenes. Using 2-iodophenyl arylsulfonates as benzyne precursors, we could effectively add magnesiated S-, Se-, and N-nucleophilic components to the strained triple bond. In the same pot, addition of electrophilic N, S, or P reagents and a copper(I) catalyst trapped the intermediate aryl Grignard to produce a variety of 1,2- difunctionalized arenes.

Lithiation of a silyl ether: Formation of an ortho-fries hydroxyketone

A hydroxy-directed alkylation of an N,N-diethylarylamide using CIPE-assisted α-silyl carbanions (CIPE=complex-induced proximity effect) has been developed using a simple reagent combination of LDA (lithium diisopropylamide) and chlorosilane. A study of the mechanism, and the application of the procedure to an anionic Snieckus-Fries rearrangement for a highly efficient synthesis of the potent phosphatidylinositol 3-kinase (PI3K) inhibitor LY294002, are reported.

Palladium-catalysed ortho-arylation of carbamate-protected phenols

The carbamate (-O2CNR2) function is an excellent directing group for palladium-catalysed direct arylation reactions giving both protected or free mono- or di-substituted phenols, as well as an example of a dibenzopyranone, depending on coupling partners (aryl iodides or diaryliodonium salts) and conditions. The Royal Society of Chemistry 2009.

Directed ortho metalation reactions of aryl O-carbamates; a regiospecific synthesis of 2,2-disubstituted 2H-1-benzopyrans

A one-pot regiocontrolled synthesis of 2,2-disubstituted 2H-1-benzopyrans 5 from aryl O-carbamates 4 using the directed ortho metalation reaction is described and constitutes an advantageous complement to classical routes for this class of heterocycles.