One-pot three-component route for the synthesis of S-trifluoromethyl dithiocarbamates using Togni's reagent

Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61388963%3A_____%2F17%3A00485459" target="_blank" >RIV/61388963:_____/17:00485459 - isvavai.cz</a>
Result on the web
<a href="https://www.beilstein-journals.org/bjoc/articles/13/247" target="_blank" >https://www.beilstein-journals.org/bjoc/articles/13/247</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.3762/bjoc.13.247" target="_blank" >10.3762/bjoc.13.247</a>

Result language
angličtina
Original language name
One-pot three-component route for the synthesis of S-trifluoromethyl dithiocarbamates using Togni's reagent
Original language description
A one-pot three-component route for the synthesis of S-trifluoromethyl dithiocarbamates by the reaction of secondary amines, carbon disulfide and Togni's reagent is described. The reactions proceed in moderate to good yields. A similar reaction using a primary aliphatic amine afforded the corresponding isothiocyanate in high yield. A variable temperature NMR study revealed a rotational barrier of 14.6, 18.8, and 15.9 kcal/mol for the C-N bond in the dithiocarbamate moiety of piperidine, pyrrolidine, and diethylamine adducts, respectively. In addition, the calculated barriers of rotation are in reasonable agreement with the experiments.
Czech name
—
Czech description
—

Type
J<sub>imp</sub> - Article in a specialist periodical, which is included in the Web of Science database
CEP classification
—
OECD FORD branch
10401 - Organic chemistry

Project
<a href="/en/project/LO1304" target="_blank" >LO1304: Support of suistainability of the Institute of Molecular and Translational Medicine</a><br>
Continuities
I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Publication year
2017
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Similar results(10)