ChemInform Abstract: SYNTHESIS OF THIAPROTOBERBERINE DERIVATIVES

Klivenyi, F.; Vinkler, E.; Dombi, G.

doi:10.1002/chin.197842338

Cited by 1 publication

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“…1‐Bromocodeine turned out to be a good starting material for palladium‐catalyzed syntheses of a variety of carbon functionalities 4e. Non‐carbon functionalities at the C1 position, such as azide,5 sulfonic acid,6 nitro,6a,7 and amino [7b,7d,7e,7g,8] derivatives have also been mentioned in literature.…”

Section: Introductionmentioning

confidence: 99%

“…Although several preparations of 1‐nitrocodeine6a,7 have been reported that were based on the utilization of nitric acid, we decided to use a milder nitrating agent, bismuth nitrate pentahydrate 10. This salt, and its other forms, have been described as being effective nitrating agents, especially for activated aromatic compounds, such as phenols or anisols 10a,10e,10f…”

Section: Introductionmentioning

confidence: 99%

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Synthesis of 1‐Aminocodeine as a Synthon for Other Codeine Derivatives

et al. 2013

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The first nitration of codeine by using bismuth nitrate pentahydrate under mild reaction conditions is described. The resulting 1‐nitrocodeine was reduced to 1‐aminocodeine, a key precursor for the synthesis of the azo derivative and several hydrazones. Structures of both 1‐nitrocodeine and 1‐aminocodeine were unequivocally determined by single‐crystal X‐ray analysis. The reported preliminary synthetic study lays the groundwork for the synthesis of modified codeine derivatives with potential biological activity.

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Section: Introductionmentioning

confidence: 99%