1963
DOI: 10.1021/jo01037a032
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Anionic Oxidation of Heterocyclic Nitrogen Bases and the Effect of Solvent on Such Reactions1a

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Cited by 29 publications
(11 citation statements)
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“…Anions have been found to react with 3 O 2 in alkaline DMF. [36] The reaction from C20 dialdehyde 1 to C18 diketone 4 represents the first synthesis of this paprika carotenoid. [37] Scheme 2.…”
Section: Resultsmentioning
confidence: 99%
“…Anions have been found to react with 3 O 2 in alkaline DMF. [36] The reaction from C20 dialdehyde 1 to C18 diketone 4 represents the first synthesis of this paprika carotenoid. [37] Scheme 2.…”
Section: Resultsmentioning
confidence: 99%
“…Detailed studies of the autoxidation of l-methylpyrrole (8 ' 9) have shown an induction period characteristic of a free radical mechanism. (15) Oxidation of pyrrole with singlet oxygen was first reported in 1939 by Bernheim and Morgan (16) but, as with the early autoxidation studies, difficulties were encountered in the isolation and identification of the oxidation product. Evidence has been provided for the presence of thermally labile peroxides in the reaction mixture and, by analogy with the 1,4-addition reaction of triphenylmethyl radicals with pyrrole (see Chapter 6, Section D), the mechanistic sequence outlined in Reaction Scheme 5.1 has been postulated.…”
Section: A6 A7mentioning
confidence: 99%
“…oxygen pressure and at ambient temperatures to produce 59$» 70$ and 80$ yields of ^jSand _£-picolinic acids after 10 min. (14). No dimeric products were found.…”
Section: (14) 2rsh + I02 + B " » R-s-s-r + Oh ~ + Bhmentioning
confidence: 91%