Catalytic vs. uncatalyzed [2 + 2] photocycloadditions of quinones with alkynes
The result's identifiers
Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216208%3A11310%2F23%3A10466477" target="_blank" >RIV/00216208:11310/23:10466477 - isvavai.cz</a>
Result on the web
<a href="https://verso.is.cuni.cz/pub/verso.fpl?fname=obd_publikace_handle&handle=kJbAoP3Phv" target="_blank" >https://verso.is.cuni.cz/pub/verso.fpl?fname=obd_publikace_handle&handle=kJbAoP3Phv</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1039/d3ob00636k" target="_blank" >10.1039/d3ob00636k</a>
Alternative languages
Result language
angličtina
Original language name
Catalytic vs. uncatalyzed [2 + 2] photocycloadditions of quinones with alkynes
Original language description
Photoreactions of quinones with alkynes under catalytic and non-catalytic conditions were studied. In contrast to recent reports, simple irradiation with blue light is sufficient to trigger [2 + 2] photocycloadditions, which afford either fused cyclobutenes or reactive para-quinone methides (p-QMs) depending on the quinone structure. Revision of the chemo- and regioselectivity of the uncatalyzed photoreactions provided useful insight into their overlooked relatedness to the recently developed catalytic protocols. Experimental evidence indicates that the reactivity of the photochemically generated p-QMs is sufficient to perform uncatalyzed reactions with nucleophiles, which can help to explain the existing transformations and develop new cascade transformations involving quinones and alkynes.
Czech name
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Czech description
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Classification
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
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)
Others
Publication year
2023
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů
Data specific for result type
Name of the periodical
Organic and Biomolecular Chemistry
ISSN
1477-0520
e-ISSN
1477-0539
Volume of the periodical
21
Issue of the periodical within the volume
30
Country of publishing house
GB - UNITED KINGDOM
Number of pages
6
Pages from-to
6174-6179
UT code for WoS article
001028686300001
EID of the result in the Scopus database
2-s2.0-85166192921