Synthesis of α-Aryldiazophosphonates via a Diazo Transfer Reaction
Publication type: Journal Article
Publication date: 2022-02-22
scimago Q2
wos Q1
SJR: 0.737
CiteScore: 6.1
Impact factor: 3.6
ISSN: 00223263, 15206904
PubMed ID:
35191306
Organic Chemistry
Abstract
The simple synthetic procedure for preparation of α-aryl-α-diazophosphonates via a diazo transfer reaction is proposed. Benzylphosphonates reacted with tosyl azide (TsN3) in the presence of potassium tert-butoxide (KOtBu) to afford diazophosphonates in a yield up to 79%. The proposed method is general. The reaction uses easily available starting materials, tolerates various functional groups, and may be applied for multi-gram scale synthesis.
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Total citations:
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Citations from 2024:
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Beletskaya I. P., Titanyuk I. D. Synthesis of α-Aryldiazophosphonates via a Diazo Transfer Reaction // Journal of Organic Chemistry. 2022. Vol. 87. No. 5. pp. 2748-2757.
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Beletskaya I. P., Titanyuk I. D. Synthesis of α-Aryldiazophosphonates via a Diazo Transfer Reaction // Journal of Organic Chemistry. 2022. Vol. 87. No. 5. pp. 2748-2757.
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TY - JOUR
DO - 10.1021/acs.joc.1c02673
UR - https://doi.org/10.1021/acs.joc.1c02673
TI - Synthesis of α-Aryldiazophosphonates via a Diazo Transfer Reaction
T2 - Journal of Organic Chemistry
AU - Beletskaya, Irina P.
AU - Titanyuk, Igor D
PY - 2022
DA - 2022/02/22
PB - American Chemical Society (ACS)
SP - 2748-2757
IS - 5
VL - 87
PMID - 35191306
SN - 0022-3263
SN - 1520-6904
ER -
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BibTex (up to 50 authors)
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@article{2022_Beletskaya,
author = {Irina P. Beletskaya and Igor D Titanyuk},
title = {Synthesis of α-Aryldiazophosphonates via a Diazo Transfer Reaction},
journal = {Journal of Organic Chemistry},
year = {2022},
volume = {87},
publisher = {American Chemical Society (ACS)},
month = {feb},
url = {https://doi.org/10.1021/acs.joc.1c02673},
number = {5},
pages = {2748--2757},
doi = {10.1021/acs.joc.1c02673}
}
Cite this
MLA
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Beletskaya, Irina P., and Igor D Titanyuk. “Synthesis of α-Aryldiazophosphonates via a Diazo Transfer Reaction.” Journal of Organic Chemistry, vol. 87, no. 5, Feb. 2022, pp. 2748-2757. https://doi.org/10.1021/acs.joc.1c02673.
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