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Correction to Molecules 2018, 23(9), 2330.
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Correction

Correction: Wu et al. Synthesis of Spirooxindole-O-Naphthoquinone-Tetrazolo[1,5-a]Pyrimidine Hybrids as Potential Anticancer Agents. Molecules 2018, 23, 2330

by
Liqiang Wu
1,*,
Yunxia Liu
2 and
Yazhen Li
2
1
School of Pharmacy, Xinxiang Medical University, Xinxiang 453003, China
2
SanQuan Medical College, Xinxiang Medical University, Xinxiang 453003, China
*
Author to whom correspondence should be addressed.
Molecules 2024, 29(22), 5257; https://doi.org/10.3390/molecules29225257
Submission received: 31 July 2024 / Revised: 6 October 2024 / Accepted: 8 October 2024 / Published: 7 November 2024
Browse Figures
Versions Notes
In the original publication [1], we found that there was a mistake in the structures of compound 4. As the figure below shows, the structure of compound 4 should be “1,6-dihydro” instead of “4,6-dihydro” [2,3]. The authors did not notice the mistake before the article was published, and they would like to thank Dr. Essam M. Eliwa who pointed it out. A correction is needed for all data describing the structure of compound 4. The corrections of the figures, schemes, and data affected appear below.
Molecules 29 05257 i001

Graphical Abstract

Molecules 29 05257 i002

Error in Results and Discussion

In the original publication [1], there was a mistake in both the first and third paragraphs of the Results and Discussion section. The correct text appears below.
To achieve the optimum conditions, the synthesis of 1,6-dihydro–spiro[benzo[h]tetrazolo[5,1-b]-quinazoline-6,3′-indoline]-2′,7,8-trione (4a) was used as a model reaction under a variety of different conditions.
A suggested pathway for the formation of the hybrid is shown in Scheme 2. Keto form of 2-hydroxy-1,4-naphthoquinone undergoes Knoevenagel condensation with isatin to form olefin. The olefin can react with 5-aminotetrazole by carbonyl-amine condensation to produce the secondary ketamine, which further undergoes intramolecular cyclization via aza-Michael addition to generate C3-spirooxindole product.

Error in Schemes and Figure

The corrected Scheme 1 appears below:
The corrected Figure 2 appears below:
The corrected Scheme 2 appears below:

Error in Materials and Methods

In the original publication [1], there was a mistake in the compound names described in Section 3.2. of the Materials and Methods. The correct compound names appear below.
  • 1,6-Dihydro–spiro[benzo[h]tetrazolo[5,1-b]-quinazoline-6,3′-indoline]-2′,7,8-trione (4a)
  • 5′-Bromo-1,6-dihydro–spiro[benzo[h]tetrazolo[5,1-b]-quinazoline-6,3′-indoline]-2′,7,8-trione (4b)
  • 5′-Chloro-1,6-dihydro–spiro[benzo[h]tetrazolo[5,1-b]-quinazoline-6,3′-indoline]-2′,7,8-trione (4c)
  • 6′-Bromo-1,6-dihydro–spiro[benzo[h]tetrazolo[5,1-b]-quinazoline-6,3′-indoline]-2′,7,8-trione (4d)
  • 1′-Methyl-7′-fluoro-1,6-dihydro–spiro[benzo[h]tetrazolo[5,1-b]-quinazoline-6,3′-indoline]-2′,7,8-trione (4e)
  • 7′-Chloro-1,6-dihydro–spiro[benzo[h]tetrazolo[5,1-b]-quinazoline-6,3′-indoline]-2′,7,8-trione (4f)
  • 5′-Fluoro-1,6-dihydro–spiro[benzo[h]tetrazolo[5,1-b]-quinazoline-6,3′-indoline]-2′,7,8-trione (4g)
  • 7′-Bromo-1,6-dihydro–spiro[benzo[h]tetrazolo[5,1-b]-quinazoline-6,3′-indoline]-2′,7,8-trione (4h)
  • 1′-Phenyl-1,6-dihydro–spiro[benzo[h]tetrazolo[5,1-b]-quinazoline-6,3′-indoline]-2′,7,8-trione (4i)
  • 5′-Methyl-1,6-dihydro–spiro[benzo[h]tetrazolo[5,1-b]-quinazoline-6,3′-indoline]-2′,7,8-trione (4j)
  • 6′-Chloro-1,6-dihydro–spiro[benzo[h]tetrazolo[5,1-b]-quinazoline-6,3′-indoline]-2′,7,8-trione (4k)
  • 6′-Methoxyl-1,6-dihydro–spiro[benzo[h]tetrazolo[5,1-b]-quinazoline-6,3′-indoline]-2′,7,8-trione (4l)
  • 5′-Trifluoromethoxyl-1,6-dihydro–spiro[benzo[h]tetrazolo[5,1-b]-quinazoline-6,3′-indoline]-2′,7,8-trione (4m)
  • 7′-Trifluoromethyl-1,6-dihydro–spiro[benzo[h]tetrazolo[5,1-b]-quinazoline-6,3′-indoline]-2′,7,8-trione (4n)
In addition, the original text was also corrected to address minor text formatting issues.

Error in Supplementary Materials

The structures of the above-mentioned compounds 4a–4n were corrected in the 1H-NMR, 13C-NMR and HRMS data in the Supplementary Materials.
The authors state that the scientific conclusions are unaffected. The original publication has also been updated.

References

  1. Wu, L.; Liu, Y.; Li, Y. Synthesis of Spirooxindole-O-Naphthoquinone-Tetrazolo[1,5-a]Pyrimidine Hybrids as Potential Anticancer Agents. Molecules 2018, 23, 2330. [Google Scholar] [CrossRef] [PubMed]
  2. Wang, X.C.; Wei, Y.; Da, Y.X.; Zhang, Z.; Quan, Z.J. One-Step Synthesis of Tetrazolo[1,5-a]Pyrimidines by Cyclization Reaction of Dihydropyrimidine-2-Thiones with Sodium Azide. Heterocycles 2011, 83, 2811–2822. [Google Scholar] [CrossRef]
  3. Dai, Y.; Qi, G.; Qian, X. Superacid Catalysed the One-Pot Synthesis of Spiro[Indole-3,9′-Tetrazolo[5,1-b]Quinazoline]-2,8′(1H, 5′H)-Dione in Aqueous Medium. J. Chem. Res. 2013, 37, 705–708. [Google Scholar] [CrossRef]
Molecules 29 05257 sch001
Scheme 1. Synthesis of spirooxindole-O-naphthoquinone hybrids.
Scheme 1. Synthesis of spirooxindole-O-naphthoquinone hybrids.
Molecules 29 05257 sch001
Molecules 29 05257 g002
Figure 2. Locally amplified HMBC of 4n.
Figure 2. Locally amplified HMBC of 4n.
Molecules 29 05257 g002
Molecules 29 05257 sch002
Scheme 2. A suggested pathway for the formation of the hybrid.
Scheme 2. A suggested pathway for the formation of the hybrid.
Molecules 29 05257 sch002
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MDPI and ACS Style

Wu, L.; Liu, Y.; Li, Y. Correction: Wu et al. Synthesis of Spirooxindole-O-Naphthoquinone-Tetrazolo[1,5-a]Pyrimidine Hybrids as Potential Anticancer Agents. Molecules 2018, 23, 2330. Molecules 2024, 29, 5257. https://doi.org/10.3390/molecules29225257

AMA Style

Wu L, Liu Y, Li Y. Correction: Wu et al. Synthesis of Spirooxindole-O-Naphthoquinone-Tetrazolo[1,5-a]Pyrimidine Hybrids as Potential Anticancer Agents. Molecules 2018, 23, 2330. Molecules. 2024; 29(22):5257. https://doi.org/10.3390/molecules29225257

Chicago/Turabian Style

Wu, Liqiang, Yunxia Liu, and Yazhen Li. 2024. "Correction: Wu et al. Synthesis of Spirooxindole-O-Naphthoquinone-Tetrazolo[1,5-a]Pyrimidine Hybrids as Potential Anticancer Agents. Molecules 2018, 23, 2330" Molecules 29, no. 22: 5257. https://doi.org/10.3390/molecules29225257

APA Style

Wu, L., Liu, Y., & Li, Y. (2024). Correction: Wu et al. Synthesis of Spirooxindole-O-Naphthoquinone-Tetrazolo[1,5-a]Pyrimidine Hybrids as Potential Anticancer Agents. Molecules 2018, 23, 2330. Molecules, 29(22), 5257. https://doi.org/10.3390/molecules29225257

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