Ultrasound Assisted One-Pot Synthesis of Novel 3-(Aryl)-5-((4-(phenyldiazenyl)phenoxy)methyl)isoxazolines in Water

Round 1

Reviewer 1 Report

In this manuscript, authors report the synthesis of 3-(aryl)-5-((4- 2 phenyldiazenyl)phenoxy)methyl)isoxazolines in Water. It seems the results are interesting, with compounds having significant biological importance, and all the synthesized compounds are characterized well. With this, I recommend this manuscript for publication after minor revision. To improve the quality of the manuscript authors need to address the bellow comments.   

Authors could remove the  “their chemical structures were confirmed by 19 1H NMR, 13C NMR, and ESI-MS” sentence from the abstract.

The introduction of the manuscript needs to be re-write especially, It could be focusing on the reported green approaches for 1,3-dipolar cycloaddition of alkenes. Similarly, the Impotence of the water-mediated reactions and cite below papers in the introduction.  

Chem. Sci., 2021, 12, 4237-4266 and Tetrahedron Lett., 2017, 58, 2865–2871  

 The characterization data in the results and discussion could be removed. Instead, authors could write attempts for the optimization, yield trend in the substrate scope, and mechanistic aspects, especially how catalyst and water are involved in the reaction.     

 

It would be helpful for further readers if the authors could give the recrystallization procedure.

Author Response

Please see the attachment

Author Response File: Author Response.pdf

Reviewer 2 Report

 

The manuscript is an extension of the previously described method reported by the same authors (REF 24). However, it may be accepted for publication after correction of some minor issues.

1.     All new compounds (the three described in the manuscript) must have HRMS or elemental analysis. The HRMS must be reported with four decimal figures.

2.     13C is always described with one decimal figure. Please change that in the discussion.

3.     Scheme 1 should include the yield of each molecule.

4.     Apparently, the yield is affected by the ring substituent on the aldehyde, this deserves a short discussion.

5.     Hydroxylamine chloride does not exist. Please change by hydroxylammonium chloride or hydroxylamine hydrochloride.

6.     In the conclusion, please erase or change the sentence “straightforward target product isolation” since in the presentation of the results the products are purified by column chromatography, so there is no improvement or something special in the purification process.

7.     Careful English editing is recommended.

Author Response

Please see the attachment

Author Response File: Author Response.pdf