Solid-Phase Synthesis of Trisubstituted Benzo[f][1,2,3]triazolo[1,5-a][1,4]diazepin-6(5H)-ones and Their Sulfonyl Analogues under Mild Reaction Conditions
The result's identifiers
Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61989592%3A15110%2F15%3A33156123" target="_blank" >RIV/61989592:15110/15:33156123 - isvavai.cz</a>
Alternative codes found
RIV/61989592:15310/15:33156123
Result on the web
<a href="http://onlinelibrary.wiley.com/doi/10.1002/ejoc.201500314/epdf" target="_blank" >http://onlinelibrary.wiley.com/doi/10.1002/ejoc.201500314/epdf</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1002/ejoc.201500314" target="_blank" >10.1002/ejoc.201500314</a>
Alternative languages
Result language
angličtina
Original language name
Solid-Phase Synthesis of Trisubstituted Benzo[f][1,2,3]triazolo[1,5-a][1,4]diazepin-6(5H)-ones and Their Sulfonyl Analogues under Mild Reaction Conditions
Original language description
Solid-phase synthesis of 4H-benzo[f]triazolodiazepin-6(5H)-ones and 4,5-dihydrobenzo[f]triazolothiadiazepine 6,6-dioxides under mild and catalyst-free conditions is described. The developed seven-step synthetic strategy is based on the preparation of polymer-supported 4-nitrobenzenesulfonamides and their alkylation with various propargyl derivatives. Cleavage of the 4-nitrobenzenesulfonyl group from each of the key intermediates was followed by acylation with different 2-azidobenzoic acids, leading to spontaneous intramolecular (Huisgen) 1,3-dipolar cycloaddition. After cleavage from the polymer support, target compounds were obtained in excellent crude purity and very good overall yields.
Czech name
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Czech description
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Classification
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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Result continuities
Project
Result was created during the realization of more than one project. More information in the Projects tab.
Continuities
P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)<br>S - Specificky vyzkum na vysokych skolach
Others
Publication year
2015
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů
Data specific for result type
Name of the periodical
European Journal of Organic Chemistry
ISSN
1434-193X
e-ISSN
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Volume of the periodical
2015
Issue of the periodical within the volume
16
Country of publishing house
DE - GERMANY
Number of pages
7
Pages from-to
3551-3557
UT code for WoS article
000355265000018
EID of the result in the Scopus database
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