Homolytic oxoalkylation of furan, α-methylfuran, and thiophene

ISSN:
1573-9171
Source:
Springer Online Journal Archives 1860-2000
Topics:
Chemistry and Pharmacology
Notes:
Conclusions 1. Homolytic substitution in the heteroaromatic ring of furan,α-methylfuran, and thiophene by CH3COCH2 and CH3 COCHCOCH3 radicals generated from acetone and acetylacetone using Mn(III) acetate (a one-electron oxidizing agent) proceeds regiospecifically at theα-carbon atom of the ring and leads to 2-furyl- and 2-thienyl ketones. 2. Acetoxylation and C-C or C-O dehydrodimerization occurs in the oxidation of 2-furyl- and 2-thienyl ketones by Mn(III) acetate. The reaction pathway depends on the concentration of Mn(OAc)3.
Type of Medium:
Electronic Resource
URL: