Isomerization of 4-arylamino-1,2-naphthoquinones to 2-arylamino-1,4-naphthoquinones

Gornostaev, L. M.; Rukovets, T. A.; Lavrikova, T. I.; Khalyavina, Yu. G.; Stashina, G. A.

doi:10.1007/s11172-017-1847-z

Cited by 4 publications

(2 citation statements)

References 10 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Interestingly, the reaction of isoquinolin-5-ol ( 5 ) with aniline in the presence of potassium persulfate (K 2 S 2 O 8 ) under the irradiation of blue light gave unexpectedly a p -iminoquinone ( 8 ) containing two anilino moieties as judged by NMR and mass spectra. We hydrolyzed 8 with acetic acid and H 2 O 24 under reflux, yielding the anticipated compound ( 9 ). This result revealed that one aniline group had indeed been introduced at C6 of the isoquinoline-5,8-dione, and p -iminoquinone ( 8 ) was the product of the K 2 S 2 O 8 -mediated reaction.…”

Section: Resultsmentioning

confidence: 99%

Synthesis and evaluation of potent (iso)ellipticine-based inhibitors of MYLK4 accessed via expeditious synthesis from isoquinolin-5-ol

Lee,

Chao,

et al. 2023

RSC Adv.

View full text Add to dashboard Cite

show abstract

Section: Resultsmentioning

confidence: 99%

Synthesis and evaluation of potent (iso)ellipticine-based inhibitors of MYLK4 accessed via expeditious synthesis from isoquinolin-5-ol

Lee,

Chao,

et al. 2023

RSC Adv.

View full text Add to dashboard Cite

show abstract

“…A method to isomerize 22 to 26 was developed by Gornostaev and co-workers [ 77 ]. This method involves refluxing 22 in 85% aqueous acetic acid leading to 26 in 58–65% yield.…”

Section: Reviewmentioning

confidence: 99%

1,2-Naphthoquinone-4-sulfonic acid salts in organic synthesis

Ribeiro¹,

Ferreira²,

Borges³

et al. 2022

Beilstein J. Org. Chem.

View full text Add to dashboard Cite

Several low molecular weight naphthoquinones are very useful in organic synthesis. These compounds have given rise to thousands of other naphthoquinones that have been tested against various microorganisms and pharmacological targets, including being used in the preparation of several drugs that are on the pharmaceutical market. Among these naphthoquinones, the series of compounds prepared from 1,2-naphthoquinone-4-sulfonic acid salts (β-NQS) stands out. In addition to being used in organic synthesis, they are excellent analytical derivatization reagents to spectrophotometrically determine drugs containing primary and secondary amino groups. This review summarizes the literature involving β-NQS.

show abstract

Novel plastoquinone analogs containing benzocaine and its analogs: structure‐based design, synthesis, and structural characterization

et al. 2021

View full text Add to dashboard Cite

Isomerization of 4-arylamino-1,2-naphthoquinones to 2-arylamino-1,4-naphthoquinones

Cited by 4 publications

References 10 publications

Synthesis and evaluation of potent (iso)ellipticine-based inhibitors of MYLK4 accessed via expeditious synthesis from isoquinolin-5-ol

Synthesis and evaluation of potent (iso)ellipticine-based inhibitors of MYLK4 accessed via expeditious synthesis from isoquinolin-5-ol

1,2-Naphthoquinone-4-sulfonic acid salts in organic synthesis

Novel plastoquinone analogs containing benzocaine and its analogs: structure‐based design, synthesis, and structural characterization

Contact Info

Product

Resources

About