Dinitrogen Tetraoxide Complexes of Iron(III) and Copper(II) Nitrates as Versatile Reagents for Organic Syntheses. Efficient Oxidative Deprotection of Silyl or Tetrahydropyranyl Ethers, Acetals, and Thioacetals
- 1 September 1998
- journal article
- research article
- Published by Oxford University Press (OUP) in Bulletin of the Chemical Society of Japan
- Vol. 71 (9) , 2169-2173
- https://doi.org/10.1246/bcsj.71.2169
Abstract
Fe(NO3)3·1.5N2O4 and Cu(NO3)2·N2O4 are efficient reagents for oxidative deprotection of various silyl and tetrahydropyranyl ethers, acetals, and thioacetals in aprotic organic solvents. Fe(NO3)3·1.5N2O4 is also able to perform the reactions efficiently in the absence of solvents at room temperature. Over-oxidation of the products has not been observed in these reactions. A synergic effect of N2O4 upon the oxidation abilities of metal nitrates is observed.Keywords
This publication has 20 references indexed in Scilit:
- Selective oxidation of alcohols with hexadecyl silica supported cupric nitrateReactive and Functional Polymers, 1996
- An exceptionally simple and convenlent method for dethloacetalizationTetrahedron Letters, 1996
- A new method for the oxidation of 4-phenylurazole to 4-phenyltriazolinedioneJournal of Chemical Education, 1992
- Oxidative cleavage of ethers by metallic nitrates supported on silica gelThe Journal of Organic Chemistry, 1990
- A Simple and Convenient Method for Cleavage of Silyl EsthersSynthetic Communications, 1990
- Convenient oxidative cleavage of ethers by metallic nitrates supported on silica gelThe Journal of Organic Chemistry, 1989
- Oxidation of alcohols by metallic nitrates supported on silica gelThe Journal of Organic Chemistry, 1989
- Dinitrogen tetroxide, nitric acid, and their mixtures as media for inorganic reactionsChemical Reviews, 1980
- The relation between chemical reactivity of ligands and the nature of the metal-ligand bond: nitrato-complexesCoordination Chemistry Reviews, 1966
- The Significance of NO2 Free Radicals in the Reactions of Dinitrogen Tetroxide and Metal NitratesPublished by American Chemical Society (ACS) ,1962