Reaction of 4-hydroxy-2-quinolones with thionyl chloride-preparation of new spiro-benzo[1,3]oxathioles and their transformations
The result's identifiers
Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216275%3A25310%2F13%3A39896315" target="_blank" >RIV/00216275:25310/13:39896315 - isvavai.cz</a>
Alternative codes found
RIV/70883521:28110/13:43869821
Result on the web
<a href="http://www.sciencedirect.com/science/article/pii/S0040402012017279" target="_blank" >http://www.sciencedirect.com/science/article/pii/S0040402012017279</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1016/j.tet.2012.11.034" target="_blank" >10.1016/j.tet.2012.11.034</a>
Alternative languages
Result language
angličtina
Original language name
Reaction of 4-hydroxy-2-quinolones with thionyl chloride-preparation of new spiro-benzo[1,3]oxathioles and their transformations
Original language description
4-Hydroxy-2-quinolones (1) react with thionyl chloride to give new spiro-benzo[1,3]oxathioles (3) and bis(4-hydroxy-2-quinolone-3-yl)sulfides (2) and small quantities of 3-chloro-4-hydroxyquinolin-2-ones (4). Compounds 3 afford sulfides 2 by heating in different solvents and [1,4]oxathiino[3,2-c:5,6-c']di-quinoline-6,8(5H,9H)-diones (6) by reaction with triphenylphosphine. The reconversion of compounds 2 to 3 was achieved using bromine. The reaction mechanisms are discussed for all transformations. Allcompounds were characterized by IR, H-1, and C-13 NMR (in some cases also N-15 NMR) spectroscopy, and EI and/or ESI mass spectrometry. The X-ray structure was determined for compound 3b.
Czech name
—
Czech description
—
Classification
Type
J<sub>x</sub> - Unclassified - Peer-reviewed scientific article (Jimp, Jsc and Jost)
CEP classification
CC - Organic chemistry
OECD FORD branch
—
Result continuities
Project
—
Continuities
I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace
Others
Publication year
2013
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů
Data specific for result type
Name of the periodical
Tetrahedron
ISSN
0040-4020
e-ISSN
—
Volume of the periodical
69
Issue of the periodical within the volume
2
Country of publishing house
GB - UNITED KINGDOM
Number of pages
8
Pages from-to
492-499
UT code for WoS article
000314371800008
EID of the result in the Scopus database
—