Fast and effective reduction of nitroarenes by sodium dithionite under PTC conditions: application in solid-phase synthesis
Publication type: Journal Article
Publication date: 2013-05-01
scimago Q3
wos Q3
SJR: 0.334
CiteScore: 3.2
Impact factor: 1.5
ISSN: 00404039, 18733581
Organic Chemistry
Drug Discovery
Biochemistry
Abstract
Herein, conditions for the fast and effective reduction of aromatic nitro groups bound to hydrophobic polystyrene-based Wang and Ring resins utilizing sodium dithionite in dichloromethane–water under PTC conditions are reported. Tetrabutylammonium hydrogen sulfate (TBAHS) was found to be an effective phase-transfer catalyst for this reaction. This method allows for the reduction of nitro groups to amino groups under mild conditions with complete conversion and is tolerant of other functional groups. This method is a superior alternative to tin(II) chloride-based reduction, which is known for its shortcomings.
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Kaplanek R., KRCHŇÁK V. Fast and effective reduction of nitroarenes by sodium dithionite under PTC conditions: application in solid-phase synthesis // Tetrahedron Letters. 2013. Vol. 54. No. 21. pp. 2600-2603.
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Kaplanek R., KRCHŇÁK V. Fast and effective reduction of nitroarenes by sodium dithionite under PTC conditions: application in solid-phase synthesis // Tetrahedron Letters. 2013. Vol. 54. No. 21. pp. 2600-2603.
Cite this
RIS
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TY - JOUR
DO - 10.1016/j.tetlet.2013.03.010
UR - https://doi.org/10.1016/j.tetlet.2013.03.010
TI - Fast and effective reduction of nitroarenes by sodium dithionite under PTC conditions: application in solid-phase synthesis
T2 - Tetrahedron Letters
AU - Kaplanek, Robert
AU - KRCHŇÁK, VIKTOR
PY - 2013
DA - 2013/05/01
PB - Elsevier
SP - 2600-2603
IS - 21
VL - 54
SN - 0040-4039
SN - 1873-3581
ER -
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BibTex (up to 50 authors)
Copy
@article{2013_Kaplanek,
author = {Robert Kaplanek and VIKTOR KRCHŇÁK},
title = {Fast and effective reduction of nitroarenes by sodium dithionite under PTC conditions: application in solid-phase synthesis},
journal = {Tetrahedron Letters},
year = {2013},
volume = {54},
publisher = {Elsevier},
month = {may},
url = {https://doi.org/10.1016/j.tetlet.2013.03.010},
number = {21},
pages = {2600--2603},
doi = {10.1016/j.tetlet.2013.03.010}
}
Cite this
MLA
Copy
Kaplanek, Robert, and VIKTOR KRCHŇÁK. “Fast and effective reduction of nitroarenes by sodium dithionite under PTC conditions: application in solid-phase synthesis.” Tetrahedron Letters, vol. 54, no. 21, May. 2013, pp. 2600-2603. https://doi.org/10.1016/j.tetlet.2013.03.010.