Peroxybenzoic acid m-chloro

Ethyl trifluoroacetate Acetic acid, trifluoro-, ethyl ester (8,9) (383-63-1) m-Chloroperoxybenzoic acid Peroxybenzoic acid, m-chloro- (8) Benzocarboperoxoic acid, 3-chloro- (9) (937-14-4)... 

Ethyl 4,5-difluoro-7-oxo-2,3-dihydro-7//-pyrido[3,2,l-i)][2,l]benzox-azinone-6-carboxylate (98) was formed when ethyl 6,7-fluoro-4-hydroxy-8-(2-hydroxyethyl)quinoline-3-carboxylate (97) was treated with m-chloro-peroxybenzoic acid in chloroform [92JAP(K)92/208287, 92JAP(K)92/ 210656],... 

It is possible to introduce this group selectively onto a primary alcohol in the presence of a secondary alcohol. The derivative is stable to KMn04, m-chloro-peroxybenzoic acid, LiAlH4, and Ci03-Pyr. Since this derivative is similar to the p-methoxyphenyl ether it should also be possible to remove it oxidatively. The GUM ethers are less stable than the MEM ethers in acid but have stability comparable to that of the SEM ethers. It is possible to remove the GUM ether in the presence of a MEM ether. 

The first iV-oxidation of alkoxypyrimidines was reported by Ochiai and Yamanaka, who used hydrogen peroxide-acetic acid. Cytidine iV -oxide (232) has been prepared by the oxidation of cytidine with m-chloro-peroxybenzoic acid in glacial acetic acid. The AT -oxide of cytidine 5 -phosphate has also been prepared. ... 

Reactions of Furans. Pyrolysis of the ester (21) yields a mixture of the cyclo-butanone (22) and the dimeric compound (23). The lactone (25) is produced when octahydrodibenzofuran (24) is oxidized with m-chloro-peroxybenzoic acid. ... 

Pyrimidine nucleosides have been chlorinated at the 5-position with m-chloro-peroxybenzoic acid in DMA-HCl thus uridine gives 5-chlorouridine (114) in 90% yield, and 8-chloropurines have been similarly prepared. ... 

The reductive alkylation of 3-aminomethylbenzo[6]thiophen with formic acid and formaldehyde, and of 3-()8-aminoethyl)benzo[Z)]thiophen with formaldehyde and cyanoborohydride, proceeded in good yields. Thieno[3,2-/]quinoline and its 2-carbethoxy derivative have been selectively oxidized with m-chloro-peroxybenzoic acid to the corresponding N-oxides. ... 

Whenever a chiral product is formed hy reaction between achiral reagents, the product is racemic that is, hoth enantiomers of the product are formed in equal amounts. The epoxidation reaction of geraniol with m-chloro-peroxybenzoic acid, for instance, gives a racemic mixture of (2J ,3S) and (2S,3H) epoxides. 

Butyrolactones.—A simple method for the direct conversion of protected buty-rolactols into the corresponding butyrolactones is by oxidation with m-chloro-peroxybenzoic acid in the presence of a catalytic amount of boron trifluoride etherate. Yields are usually high but, disappointingly, the method fails with 5-lactols. Unsaturated amide (50) can be converted into the substituted buty-rolactone (51) by treatment with phenyl selenenyl chloride. The generality of this reaction remains to be established. 2-Chloro-4-alkylbutyrolactones (52 X = H or Cl) can be formed from di- or tri-chloroacetic acid respectively and alk-l-enes in the presence of dichlorotris(triphenylphosphine)ruthenium(ii). ... 

---