Organic and Biomolecular Chemistry, volume 10, issue 8, pages 1639
Lawesson's reagent-initiated domino reaction of aminopropenoyl cyclopropanes: synthesis of thieno[3,2-c]pyridinones
Publication type: Journal Article
Publication date: 2012-01-01
Journal:
Organic and Biomolecular Chemistry
Q2
Q1
SJR: 0.607
CiteScore: 5.5
Impact factor: 2.9
ISSN: 14770520, 14770539
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Abstract
A convenient and efficient synthesis of substituted 2,3-dihydrothieno[3,2-c]pyridin-4(5H)-ones has been developed and relies upon a domino reaction of dimethylaminopropenoyl cyclopropanes initiated by Lawesson's reagent. A mechanism involving regioselective thionation, ring-enlargement, and an intramolecular aza-cyclization sequence is proposed. This protocol was utilized as a one-pot route to thieno[3,2-c]pyridin-4(5H)-ones with DDQ as an oxidant.
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Huang P. et al. Lawesson's reagent-initiated domino reaction of aminopropenoyl cyclopropanes: synthesis of thieno[3,2-c]pyridinones // Organic and Biomolecular Chemistry. 2012. Vol. 10. No. 8. p. 1639.
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Huang P., Zhang R., Liang Y., Dong D. Lawesson's reagent-initiated domino reaction of aminopropenoyl cyclopropanes: synthesis of thieno[3,2-c]pyridinones // Organic and Biomolecular Chemistry. 2012. Vol. 10. No. 8. p. 1639.
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TY - JOUR
DO - 10.1039/c2ob06709a
UR - https://doi.org/10.1039/c2ob06709a
TI - Lawesson's reagent-initiated domino reaction of aminopropenoyl cyclopropanes: synthesis of thieno[3,2-c]pyridinones
T2 - Organic and Biomolecular Chemistry
AU - Huang, Peng
AU - Zhang, Rui
AU - Liang, Yongjiu
AU - Dong, Dewen
PY - 2012
DA - 2012/01/01
PB - Royal Society of Chemistry (RSC)
SP - 1639
IS - 8
VL - 10
SN - 1477-0520
SN - 1477-0539
ER -
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BibTex (up to 50 authors)
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@article{2012_Huang,
author = {Peng Huang and Rui Zhang and Yongjiu Liang and Dewen Dong},
title = {Lawesson's reagent-initiated domino reaction of aminopropenoyl cyclopropanes: synthesis of thieno[3,2-c]pyridinones},
journal = {Organic and Biomolecular Chemistry},
year = {2012},
volume = {10},
publisher = {Royal Society of Chemistry (RSC)},
month = {jan},
url = {https://doi.org/10.1039/c2ob06709a},
number = {8},
pages = {1639},
doi = {10.1039/c2ob06709a}
}
Cite this
MLA
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Huang, Peng, et al. “Lawesson's reagent-initiated domino reaction of aminopropenoyl cyclopropanes: synthesis of thieno[3,2-c]pyridinones.” Organic and Biomolecular Chemistry, vol. 10, no. 8, Jan. 2012, p. 1639. https://doi.org/10.1039/c2ob06709a.