Synthesis of thienothiopyranthiones by a new molecular rearrangement
Oleg A. Rakitin
1
,
Charles W. Rees
1
,
Alexey A. Smolentsev
1
,
Pavel A Belyakov
1
,
Denis G. Golovanov
1
,
Publication type: Journal Article
Publication date: 2005-02-01
scimago Q1
wos Q1
SJR: 1.235
CiteScore: 8.7
Impact factor: 5.0
ISSN: 15237060, 15237052
PubMed ID:
15727442
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Abstract
On heating with alkynes, the readily prepared 1,3-dithioles 3 undergo a new cycloaddition reaction and an unprecedented molecular rearrangement with loss of chlorine to give the first 7H-thieno[2,3-c]thiopyran-7-thiones 4 and 4H-thieno[3,2-c]thiopyran-4-thiones 5 whose structures were confirmed by X-ray diffraction. Unexpectedly, the different alkynes used to form 3 and to convert it into 4 and 5 were incorporated regiospecifically into the thiophene and thiopyran rings, respectively. [reaction: see text]
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Total citations:
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Citations from 2024:
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GOST
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Ogurtsov V. A. et al. Synthesis of thienothiopyranthiones by a new molecular rearrangement // Organic Letters. 2005. Vol. 7. No. 5. pp. 791-794.
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Ogurtsov V. A., Rakitin O. A., Rees C. W., Smolentsev A. A., Belyakov P. A., Golovanov D. G., Lyssenko K. A. Synthesis of thienothiopyranthiones by a new molecular rearrangement // Organic Letters. 2005. Vol. 7. No. 5. pp. 791-794.
Cite this
RIS
Copy
TY - JOUR
DO - 10.1021/ol0476669
UR - https://doi.org/10.1021/ol0476669
TI - Synthesis of thienothiopyranthiones by a new molecular rearrangement
T2 - Organic Letters
AU - Ogurtsov, Vladimir A.
AU - Rakitin, Oleg A.
AU - Rees, Charles W.
AU - Smolentsev, Alexey A.
AU - Belyakov, Pavel A
AU - Golovanov, Denis G.
AU - Lyssenko, Konstantin A.
PY - 2005
DA - 2005/02/01
PB - American Chemical Society (ACS)
SP - 791-794
IS - 5
VL - 7
PMID - 15727442
SN - 1523-7060
SN - 1523-7052
ER -
Cite this
BibTex (up to 50 authors)
Copy
@article{2005_Ogurtsov,
author = {Vladimir A. Ogurtsov and Oleg A. Rakitin and Charles W. Rees and Alexey A. Smolentsev and Pavel A Belyakov and Denis G. Golovanov and Konstantin A. Lyssenko},
title = {Synthesis of thienothiopyranthiones by a new molecular rearrangement},
journal = {Organic Letters},
year = {2005},
volume = {7},
publisher = {American Chemical Society (ACS)},
month = {feb},
url = {https://doi.org/10.1021/ol0476669},
number = {5},
pages = {791--794},
doi = {10.1021/ol0476669}
}
Cite this
MLA
Copy
Ogurtsov, Vladimir A., et al. “Synthesis of thienothiopyranthiones by a new molecular rearrangement.” Organic Letters, vol. 7, no. 5, Feb. 2005, pp. 791-794. https://doi.org/10.1021/ol0476669.