Format:
Online-Ressource
ISSN:
1099-0690
Content:
Abstract: Mild and environmentally benign Lewis acid promoted 1,3‐dipolar cycloaddition reactions of α‐hydrazonyl chlorides with alkenes in water are reported. In the presence of Lewis acids, these α‐hydrazonyl chlorides generate nitrile imines in situ, which then undergo reaction with a dipolarophile to furnish the corresponding cycloaddition product. In many cases, the required times for the completion of the Lewis acid promoted 1,3‐dipolar cycloaddition reactions in water were comparable to the equivalent reactions performed in an organic solvent. Analogous tetrahexylammonium chloride promoted 1,3‐dipolar cycloaddition reactions were also performed. The comparisons between the reaction times and cycloadduct yields for the aforementioned 1,3‐dipolar reactions in aqueous and organic media and the proposed role of the Lewis acid in the 1,3‐dipolar cycloaddition reaction are described.
In:
volume:2013
In:
number:33
In:
year:2013
In:
pages:7567-7574
In:
extent:8
In:
European journal of organic chemistry, Weinheim : Wiley-VCH Verl., 1998-, 2013, Heft 33 (2013), 7567-7574 (gesamt 8), 1099-0690
Language:
English
DOI:
10.1002/ejoc.201300840
URN:
urn:nbn:de:101:1-2023020605143570481267
URL:
https://doi.org/10.1002/ejoc.201300840
URL:
https://nbn-resolving.org/urn:nbn:de:101:1-2023020605143570481267
URL:
https://d-nb.info/1280137096/34
URL:
https://doi.org/10.1002/ejoc.201300840
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