ChemInform Abstract: Sulfur‐Containing 1,4‐Dihydropyridines

Ozols, Ya. Ya.; Vı̄gante, Brigita; Дубурс, Г.

doi:10.1002/chin.199530294

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The Tautomerization 1a1

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2009

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“…Among literature reports related to this fact, autooxidation of a 2,3-dialkyl-4-hydroxy-1,2-dihydroisoquinoline leading to a hydroperoxide and the corresponding alcohol as a result of C-3 oxidation can be mentioned. 14 Although it is not the objective of our work to continue with the study of the precise mechanism of this reaction, we propose a possible pathway leading to intermediaries 5a and 6a (Scheme 3). Taking into account mechanistic antecedents of related reactions, 15 such process would be initiated by typical free radical sources leading to carbon radical A.…”

Section: The Tautomerization 1amentioning

confidence: 97%

Autooxidation and rearrangement reactions of isoquinolinone derivatives

Blanco¹,

Shmidt²,

Perillo³

2009

Arkivoc

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4-Hydroxy-2-methyl-1-oxo-1,2-dihydroisoquinoline-3-carboxylic acid derivatives 1 in solution afford a mixture of the dealkoxycarbonylated product 2 and 4-hydroxy-2-methyl-1,3-dioxo-1,2,3,4-tetrahydroisoquinoline-4-carboxylic acid derivatives 3. Reactions 1→3 involve compounds 1 tautomerization, C-3 hydroxylation and final α-ketol type rearrangement. The synthetic utility of this transformation was explored.

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Section: The Tautomerization 1amentioning

confidence: 97%