Synthesis of Unsymmetrical Troger's Bases Bearing Groups Sensitive to Reduction

Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F60461373%3A22340%2F14%3A43897587" target="_blank" >RIV/60461373:22340/14:43897587 - isvavai.cz</a>
Result on the web
<a href="http://dx.doi.org/10.1002/ejoc.201301517" target="_blank" >http://dx.doi.org/10.1002/ejoc.201301517</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1002/ejoc.201301517" target="_blank" >10.1002/ejoc.201301517</a>

Result language
angličtina
Original language name
Synthesis of Unsymmetrical Troger's Bases Bearing Groups Sensitive to Reduction
Original language description
An efficient approach for the synthesis of unsymmetrically substituted Troger's base derivatives is reported. This approach is based on the N-alkylation of an arylamine by tert-butyl [2-(bromomethyl)aryl]carbamate to give the corresponding diamine, whichis subsequently converted into a Troger's base derivative using paraformaldehyde in trifluoroacetic acid. The mild conditions of this approach allow the preparation of Troger's base derivatives bearing electron-withdrawing functional groups sensitive toreducing conditions, as demonstrated by the preparation of twelve Troger's base derivatives in overall yields of 62 to 76%.
Czech name
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Czech description
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Type
J<sub>x</sub> - Unclassified - Peer-reviewed scientific article (Jimp, Jsc and Jost)
CEP classification
CC - Organic chemistry
OECD FORD branch
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Project
<a href="/en/project/GAP303%2F11%2F1291" target="_blank" >GAP303/11/1291: New types of ligands interfering with cancer cell communication as a new therapeutic strategy</a><br>
Continuities
P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)

Publication year
2014
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

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