Transition-Metal-Free Ring-Opening Reaction of 2-Halocyclobutanols through Ring Contraction
The result's identifiers
Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F60461373%3A22310%2F21%3A43923467" target="_blank" >RIV/60461373:22310/21:43923467 - isvavai.cz</a>
Alternative codes found
RIV/60461373:22340/21:43923467 RIV/60461373:22810/21:43923467
Result on the web
<a href="https://chemistry-europe.onlinelibrary.wiley.com/doi/epdf/10.1002/ejoc.202100837" target="_blank" >https://chemistry-europe.onlinelibrary.wiley.com/doi/epdf/10.1002/ejoc.202100837</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1002/ejoc.202100837" target="_blank" >10.1002/ejoc.202100837</a>
Alternative languages
Result language
angličtina
Original language name
Transition-Metal-Free Ring-Opening Reaction of 2-Halocyclobutanols through Ring Contraction
Original language description
The present work describes the preparation of halohydrins from 2-halocyclobutanones by means of reactions with Grignard reagents at -78 degrees C. We discovered that the prepared cyclobutanols underwent a thermal ring-opening reaction. Depending on the structure of the starting cyclobutanol, different products were formed. More specifically, 1-substituted 2-bromocyclobutan-1-ol was found to open to gamma-substituted butyrophenones. A novel 1,3-dihydro-2H-inden-2-ylidene derivative was obtained for indene-derived cyclobutanols. Based on the outcomes of the performed experiments, a mechanism for the ring-opening of cyclobutanols can be proposed.
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
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OECD FORD branch
10401 - Organic chemistry
Result continuities
Project
<a href="/en/project/GA18-12150S" target="_blank" >GA18-12150S: Synthesis and characterization of semiconducting supramolecules of novel type and their use in preparation of organic transistors (OFETs)</a><br>
Continuities
P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)
Others
Publication year
2021
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
2021
Issue of the periodical within the volume
35
Country of publishing house
DE - GERMANY
Number of pages
10
Pages from-to
4958-4967
UT code for WoS article
000700167600010
EID of the result in the Scopus database
2-s2.0-85115672449