29336-32-1

Upstream product

• 2318-82-3 N-hydroxy-4-methylbenzamide 
• 108-24-7 acetic anhydride 
• 830-03-5 4-nitrophenol acetate 
• 28100-85-8 4-methylbenzhydroxamic acid potassium salt 
• 75-36-5 acetyl chloride 
• 3235-02-7 p-methylbenzaldehyde oxime 
• 3240-34-4 [bis(acetoxy)iodo]benzene 
• 1129-37-9 4-nitrobenzaldehyde oxime 
• 874-60-2 4-methyl-benzoyl chloride 

Downstream Products

• 1312991-48-2 6-methyl-3,4-diphenylisoquinolin-1(2H)-one 

Relevant academic research and scientific papers

Synergistic Dual Directing Groups-Enabled Diastereoselective C-H Cyclopropylation via Rh(III)-Catalyzed Couplings with Cyclopropenyl Alcohols

By using a synergistic dual directing group-assisted C-H activation strategy and simply modifying the reaction conditions, we realized a robust and general Cp*Rh(III)-catalyzed C-H cyclopropylation of N-acetoxybenzamides with cyclopropenyl alcohols, provi

Rhodium(iii)-catalyzed formal oxidative [4 + 1] cycloaddition of benzohydroxamic acids and α-diazoesters. A facile synthesis of functionalized benzolactams

A Rh(iii)-catalyzed oxidative [4 + 1] cycloaddition of benzohydroxamic acids and α-diazoesters is achieved to afford benzolactams in up to 93% yields. With the N-OAc amido moiety as a directing group, the ortho-C-H is selectively functionalized and the catalytic reaction exhibits excellent tolerance to different functional substituents. A notable rhodacyclic complex is isolated and structurally characterized, suggesting that C-H/N-H cyclometallation is a key step in the catalytic cycle. This journal is the Partner Organisations 2014.

Hypervalent iodine(III)-mediated oxidation of aldoximes to N-acetoxy or N-hydroxy amides

Treatment of various aliphatic and aromatic aldoximes with the hypervalent iodine(iii) reagents (diacetoxyiodo)benzene (DIB) or Koser's reagent [hydroxy(tosyloxy)iodo]benzene (HTIB) gave, respectively, N-acetoxy or N-hydroxy amides in good yields rather t

Kinetics of base catalysed O-acylation of hydroxamic acids

The kinetics of O-acylation of hydroxamic acids using acetic anhydride as an acylating agent in non-aqueous medium, acetonitrile/dioxane has been investigated. The kinetic measurements have been carried out using spectrophotometric technique. The effect o

Regio-selective formation of O-acyl/O-benzoyl hydroxamates by using a polymer supported reagent strategy

Rapid, quantitative and regioselective O-acylation/O-benzoylation of hydroxamic acids has been carried using polymer supported hydroxamate anions and acetyl/benzoyl chloride under mild conditions. The isolation of unambiguous and pure products by si-mple

Effect of Solvent on the α-Effect: Nucleophilic Substitution Reactions of p-Nitrophenyl Acetate with m-Chlorophenoxide and Benzohydroxamates in MeCN-H2O Mixtures of Varying Compositions

Second-order rate constants have been measured spectrophotometrically for the reactions of p-nitrophenyl acetate (PNPA) with three α-effect nucleophiles, benzohydroxamate (BHA-), p- methylbenzohydroxamate (MBHA-), and p-methyl-N-methylbenzohydroxamate (M2BHA-), and a corresponding normal nucleophile, m-chlorophenoxide (ClPhO-), in MeCN-H2O mixtures of varying compositions at 25.0 °C. The reactivity of ClPhO- and M2BHA- toward PNPA decreases upon additions of MeCN into the reaction medium up to near 30-40 mol % MeCN and is followed by a gradual increase upon further additions of MeCN. BHA- and MBHA- also exhibit initial rate decreases upon the addition of MeCN up to near 40 mol % MeCN. However, unlike the ClPhO- and M2BHA- systems, the rate enhancement beyond 40 mol % MeCN is negligible for the BHA- and MBHA- systems. The present benzohydroxamates exert a large α-effect in H2O. Interestingly, BHA- and MBHA- show a decreasing α-effect trend with increasing mol % MeCN, while M2BHA- exhibits an increasing α-effect trend, indicating that the magnitude of the α-effect is significantly solvent dependent. Based on the results of the kinetic study and relative basicity measurements, the decreasing α-effect trend shown by BHA- and MBHA- has been attributed to an equilibrium shift of these hydroxamates (I) toward their isomeric structures (II or III) upon the addition of MeCN. The solvent dependent α-effect has led a conclusion that the solvent effect on the α-effect is significant; however, the ground state contribution is not solely responsible for the α-effect in the present system.