4-(5-Benzyl-3-((4-fluorophenyl)sulfonyl)-5-methyl-4,5-dihydrofuran-2-yl)-2-nitrobenzamide
Round 1
Reviewer 1 Report
Comments and Suggestions for AuthorsThe paper by Vanelle et al. concerns the synthesis of the title compound, which was synthesized in an unexpected reaction path, while an amidoxime synthetic protocol was investigated.
The paper is well written; mechanistic hypothesis on the reaction pathway are correctly formulated and confirmed; the desired and the undesired products were finally obtained.
Taking into account all these features, the paper deserves publication on Molbank, but not in the present state. The authors are kindly required to check and to edit the whole experimental section and in particular the NMR-spectra, in which many errors are present.
These errors include:
Compound 1. Lines 193-194. Signal at 6.80 ppm. A 4J(HH) cannot be 10.9 Hz. Probably, it is the same coupling constants of the 5.66 signal (10.8 Hz), that is called 3J(HH). However, the final representation of this vinyl fragment is not convincing.
The same holds in line 232-233. The 1.6 Hz J is first called 3J and later 4J. The 8.1 Hz J is called 2J and 3J. The authors must check their attributions.
The same holds in line 253-254. The 1.6 Hz J is first called 3J and later 4J.
In line 256, a 4J(HH) measures 14.8 Hz and later a 2J(HH) measures 57.0 Hz. These figures are not plausible. The authors must check these spectra.
Line 279-280. It is missing the carbon directly connected to the fluorine atom, the carbon that in the previous compounds has a J in the range 255-258 Hz. Is it possible that the authors misread the signals at 166.8 and 164.2, that are indeed the two terms of the doublets?
Author Response
Please see the attachment.
Author Response File: Author Response.pdf