2020
DOI: 10.1039/d0gc02555k
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Sodium pyruvate as a peroxide scavenger in aerobic oxidation under carbene catalysis

Abstract: NHC-catalyzed aerobic oxidative reaction of imines or aldehydes has been developed by using sodium pyruvate as a novel and efficient peroxide scavenger.

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Cited by 20 publications
(31 citation statements)
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“…Sodium pyruvate is a peroxide scavenger [ 15 , 37 ]. Although previous data regarding PTM anticancer activity closely correlated with our present results [ 15 , 21 ], the role of PTM with or without a scavenger has not been appropriately addressed.…”
Section: Resultsmentioning
confidence: 99%
“…Sodium pyruvate is a peroxide scavenger [ 15 , 37 ]. Although previous data regarding PTM anticancer activity closely correlated with our present results [ 15 , 21 ], the role of PTM with or without a scavenger has not been appropriately addressed.…”
Section: Resultsmentioning
confidence: 99%
“…We envisaged that aldimines 1 derived from 2‐amino imidazoles and benzaldehydes, with a free amino group, might be suitable aldimines as 1,4‐dipole precursors. The carbene would attack aldimines 1 to generate aza‐Breslow intermediate I following deprotonation under basic conditions, which could be oxidized to give intermediate II , demonstrated by our group [4o] . Deprotonation of intermediate II forms 1,4‐dipolar intermediate III , which would undergo [4+2] annulation with activated ketones 2 to deliver the products 3 and release the carbene.…”
Section: Introductionmentioning
confidence: 91%
“…As part of our ongoing interest in organocatalysis, [5] on the basis of our previous work on carbene‐activated aldimines or iminiums, [4h,i,o] we planned to design a new type of aldimine containing a nucleophile moiety. We envisaged that this functionalized aldimine could be used as a new dipole via reverse polarity of the imine moiety to form an aza ‐Breslow intermediate, followed by its oxidation.…”
Section: Introductionmentioning
confidence: 99%
“…One of the main causes of environmental pollution is the use of volatile, toxic, expensive, and nonrecoverable organic solvents which can cause irreparable damage to humans and the environment. In this regard, nowadays, researchers are trying to replace organic solvents with water as a green, easily available, most inexpensive, nonvolatile, and nonflammable solvent. In some cases, despite the poor solubility of the reactants in aqueous media, using water as a solvent not only increases the reaction rate but also increases the reaction selectivity. , Another issue that has attracted the attention of researchers in academia and industry is the removal of strong oxidants which are toxic, dangerous, and expensive in organic chemical synthesis and substitution with ambient air as a green, very inexpensive, and nontoxic oxidant. , …”
Section: Introductionmentioning
confidence: 99%