Synthesis of Bis(1,2,3-triazolyl)alkanes in Superbasic and Solvent-Free Conditions

Round 1

Reviewer 1 Report

The present paper by Roman D. Marchenko and Andrei S. Potapov describes the nucleophilic substitution reactions between 1,2,3-triazole and dibromomethane or 1,2-dirbomoethane catalyzed by potassium hydroxide in DMSO or solvent free conditions. The main products were the corresponding (1,2,3-triazol-1-yl)(1,2,3-triazol-2-yl)alkanes and bis(1,2,3-triazol-2-yl)alkanes. Overall the results could be of interest to researchers in the field. In revising their paper the authors should take under consideration the following:

a) In Scheme 1 the structure of compound 2c is missing. Also in the same scheme, are the yields written for compound 2a and 2b correct? The Scheme 1 should be appropriately corrected.

b) In the experimental section the reported yields for compounds 1a-c are for method A and those for compounds 2a-c are for method B. This should be appropriately indicated in the section.

c) The mass-spectrometry explanation/discussion/schemes for the identification of the isomers is confusing to the reader (e.g. lines 93-96?) and should be carefully rewritten.

Author Response

a) In Scheme 1 the structure of compound 2c is missing. Also in the same scheme, are the yields written for compound 2a and 2b correct? The Scheme 1 should be appropriately corrected.

Structure of compound 2c (formed in trace amount) was added to Scheme 1. We are grateful for pointing out the discrepancy in product yields, the yields for compound 2 were corrected (Scheme 1).

b) In the experimental section the reported yields for compounds 1a-c are for method A and those for compounds 2a-c are for method B. This should be appropriately indicated in the section.

The yields were checked and were added to the experimental section for both methods in the revised version.

c) The mass-spectrometry explanation/discussion/schemes for the identification of the isomers is confusing to the reader (e.g. lines 93-96?) and should be carefully rewritten.

The paragraph on fragmentation analysis was rewritten and Scheme 3 was also revised. Scheme 3 now includes the structures and labels of compounds 1a and 1c discussed in this section and also a note that the molecular ion for compound 1c was not detected in the corresponding mass-spectrum.

Reviewer 2 Report

The study is complete and well presented. It shows a possible method to access top derivatives not available via other methods ( for example click chemistry). One typing error on line 41 page 1: substituted

Author Response

We thank the respected reviewer for the appreciation of our work. The indicated typo was corrected.