3202-84-4

Usage

InChI:InChI=1/C11H13NO3/c13-10-4-2-1-3-9(10)11(14)12-5-7-15-8-6-12/h1-4,13H,5-8H2

Upstream product

• 110-91-8 morpholine 
• 118-55-8 phenyl Salicylate 
• 69630-20-2 4-(phenyloxycarbonyl)morpholine 
• 444-30-4 2-(trifluoromethyl)phenol 
• 90-02-8 salicylaldehyde 
• 98-88-4 benzoyl chloride 
• 1468-28-6 4-benzoylmorpholine 
• 61141-14-8 anionic phenyl salicylate 
• 69-72-7 salicylic acid 

Downstream Products

• 1500-18-1 4-[2-(3-dimethylamino-propoxy)-benzoyl]-morpholine 
• 1500-19-2 4-[2-(2-morpholin-4-yl-ethoxy)-benzoyl]-morpholine 
• 95004-56-1 [2-(morpholine-4-carbonyl)-phenoxy]-propyl-malonic acid diethyl ester 
• 102446-54-8 2-{2-hydroxy-3-[2-(morpholine-4-carbonyl)-phenoxy]-propoxy}-benzoic acid amide 
• 787576-33-4 C₁₃H₁₆BrNO₃ 
• 4438-01-1 2-(morpholinomethyl)phenol 

Relevant academic research and scientific papers

Rhoda-Electrocatalyzed Bimetallic C?H Oxygenation by Weak O-Coordination

Rhodium-electrocatalyzed arene C?H oxygenation by weakly O-coordinating amides and ketones have been established by bimetallic electrocatalysis. Likewise, diverse dihydrooxazinones were selectively accessed by the judicious choice of current, enabling twofold C?H functionalization. Detailed mechanistic studies by experiment, mass spectroscopy and cyclovoltammetric analysis provided support for an unprecedented electrooxidation-induced C?H activation by a bimetallic rhodium catalysis manifold.

C?H Oxygenation Reactions Enabled by Dual Catalysis with Electrogenerated Hypervalent Iodine Species and Ruthenium Complexes

The catalytic generation of hypervalent iodine(III) reagents by anodic electrooxidation was orchestrated towards an unprecedented electrocatalytic C?H oxygenation of weakly coordinating aromatic amides and ketones. Thus, catalytic quantities of iodoarenes in concert with catalytic amounts of ruthenium(II) complexes set the stage for versatile C?H activations with ample scope and high functional group tolerance. Detailed mechanistic studies by experiment and computation substantiate the role of the iodoarene as the electrochemically relevant species towards C?H oxygenations with electricity as a sustainable oxidant and molecular hydrogen as the sole by-product. para-Selective C?H oxygenations likewise proved viable in the absence of directing groups.

Synthesis of functionalized carbamates and quinones via sequential oxidation of salicylaldehydes using TBHP as the oxidant

A sequential oxidative approach was designed to functionalize salicylaldehyde derivatives and provide corresponding bi-functional amide-carbamate and amide-quinone units. A combination of metal/metal free conditions and TBHP as the external oxidant provid

Ruthenium-catalyzed oxidative C(sp2)-H bond hydroxylation: Site-selective C-O bond formation on benzamides

Well-defined ruthenium carboxylate complexes enabled unprecedented ruthenium-catalyzed C(sp2)-H hydroxylations on benzamides with PhI(OAc)2 as the oxidant at a remarkably low catalyst loading of 1.0 mol %.

Synthesis of tertiary amides from anionically activated aromatic trifluoromethyl groups

Figure presented In this paper, a novel synthesis of tertiary amides from anionically activated aromatic trifluoromethyl groups is presented. Anionically activated trifluoromethyl groups react with secondary amines under aqueous conditions to afford tertiary amides. The mechanism involves initial elimination of hydrogen fluoride by an E1cB mechanism to afford an electrophilic quinone methide- or azafulvene-type intermediate that reacts with secondary amines under aqueous conditions to afford the tertiary amide in good yield (up to 99%).

Anionic ortho-fries rearrangement, a facile route to arenol-based mannich bases

Phenol and 1-naphthol-based carbamates undergo the anionic ortho-Fries rearrangement to their corresponding amides. Bulky substitution at position 8 of 1-naphthol-based carbamates makes the rearrangement an exclusive reaction, even at -90 C, under a variety of conditions. The amides can be efficiently reduced to the corresponding Mannich bases. A novel route to 7-[(dialkylamino)methyl]-8- hydroxy-1-naphthaldehydes is presented.

ISOQUINOLINE-5-SULFONIC ACID AMIDES AS INHIBITORS OF AKT (PROTEIN KINASE B)

The present invention relates to compounds Formula (I): as inhibitors of AKT activity, which are useful for the treatment of susceptible neoplasms and viral infections.

Effects of mixed H2O-CH3CN solvents on the Bronsted coefficient for the intramolecular general base-catalyzed cleavage of ionized phenyl salicylate in the presence of primary and secondary amines

Nucleophilic second-order rate constants, knms, for the reactions of several primary and secondary amines with ionized phenyl salicylate (PS-) show a nonlinear decrease with the increase in the content of CH3CN from 2 to ≤50% v/v in mixed aqueous solvent. The values of knms remain almost unchanged with the change in the content of CH3CN at >50% v/v. The nucleophilic reactivity of primary and secondary amines toward PS- reveal Bronsted plots of different Bronsted coefficients, βnuc, at a constant content of CH3CN in mixed aqueous solvents. The values of βnuc decrease from 0.4 to nearly 0 for primary amines and from 0.22 to 0.12 for secondary amines with the increase in CH3CN content from 2 to 70% v/v. The values of knms/kMeOHms (where kMeOHms represents the nucleophilic second-order rate constant for the reaction of MeOH with PS- in H2O-CH3CN solvents), obtained within 2-50% v/v CH3CN, fit to an empirical equation: log (knms/kMeOHms) = θ+λX where X is the % v/v content of CH3CN, and θ and λ are empirical constants. It has been shown empirically that both θ and λ are the function of Bronsted coefficient βlg. The values of λ are used to calculate βlg and these βlg values for all amines except Tris lie within -0.32 to -0.46. The effects of mixed water-acetonitrile solvents on pKa of leaving the group, phenol, and conjugate acid of amine nucleophile have been concluded to be the major source for the observed solvent effects on knms. The βlg for Tris is unusually very close to zero.

Solvent effect on intramolecular general base-catalysed aminolysis of ionized phenyl salicylate

The nucleophilic second-order rate constants (k1) for the reactions of ionized phenyl salicylate (PS-) with primary and secondary amines in 70percent (v/v) ethanol-water reveal Bronsted plots of slopes βnuc1 = 0.32 +/- 0.10 and βnuc2 = 0.22 +/- 0.02, respectively.Different Bronsted slopes obtained for the reactions of PS- with primary and secondary amines suggest the occurrence of different locations of the transition state in the critical rate-determining step.The change in water content from 99.2 to 70percent (v/v) in EtOH-H2O causes reduction in k1 by ca. 3-fold for all the amines studied.Ionization constants of all the protonated amines turn out to be larger in 70percent (v/v) EtOH-H2O than in pure water.