Synthesis, volume 48, issue 24, pages 4525-4532

A New Powerful Approach to Multi-Substituted 3(2H)-Furanones via Brønsted Acid-Catalyzed Reactions of 4-Diazodihydrofuran-3-ones

Publication typeJournal Article
Publication date2016-09-14
Journal: Synthesis
Quartile SCImago
Q1
Quartile WOS
Q2
Impact factor2.6
ISSN00397881, 1437210X
Catalysis
Organic Chemistry
Abstract
The interaction of 5,5-dialkyl(diaryl)-substituted 4-diazo-3(2H)furanones with Bronsted acids (TFA, TsOH, etc.) causes elimination of nitrogen accompanied by 1,2-nucleophilic rearrangement, giving rise to exclusive formation of 4,5-dialkyl(diaryl)-substituted 3(2Н)-furanones, ring-fused 3(2H)-furanones, and phenanthro[9,10-b]furan-3(2H)-ones in yields of up to 99%. The reaction is a new highly efficient way for the synthesis of multisubstituted 3(2Н)furanones.

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GOST Copy
Medvedev J. et al. A New Powerful Approach to Multi-Substituted 3(2H)-Furanones via Brønsted Acid-Catalyzed Reactions of 4-Diazodihydrofuran-3-ones // Synthesis. 2016. Vol. 48. No. 24. pp. 4525-4532.
GOST all authors (up to 50) Copy
Medvedev J., Semenok D. V., Medvedeva X., Rodina L. L., Nikolaev N. A. A New Powerful Approach to Multi-Substituted 3(2H)-Furanones via Brønsted Acid-Catalyzed Reactions of 4-Diazodihydrofuran-3-ones // Synthesis. 2016. Vol. 48. No. 24. pp. 4525-4532.
RIS |
Cite this
RIS Copy
TY - JOUR
DO - 10.1055/s-0036-1588304
UR - https://doi.org/10.1055%2Fs-0036-1588304
TI - A New Powerful Approach to Multi-Substituted 3(2H)-Furanones via Brønsted Acid-Catalyzed Reactions of 4-Diazodihydrofuran-3-ones
T2 - Synthesis
AU - Medvedev, Jury
AU - Semenok, Dmitry V.
AU - Medvedeva, Xenia
AU - Rodina, Liudmila L
AU - Nikolaev, Nazar A
PY - 2016
DA - 2016/09/14 00:00:00
PB - Thieme
SP - 4525-4532
IS - 24
VL - 48
SN - 0039-7881
SN - 1437-210X
ER -
BibTex |
Cite this
BibTex Copy
@article{2016_Medvedev
author = {Jury Medvedev and Dmitry V. Semenok and Xenia Medvedeva and Liudmila L Rodina and Nazar A Nikolaev},
title = {A New Powerful Approach to Multi-Substituted 3(2H)-Furanones via Brønsted Acid-Catalyzed Reactions of 4-Diazodihydrofuran-3-ones},
journal = {Synthesis},
year = {2016},
volume = {48},
publisher = {Thieme},
month = {sep},
url = {https://doi.org/10.1055%2Fs-0036-1588304},
number = {24},
pages = {4525--4532},
doi = {10.1055/s-0036-1588304}
}
MLA
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MLA Copy
Medvedev, Jury, et al. “A New Powerful Approach to Multi-Substituted 3(2H)-Furanones via Brønsted Acid-Catalyzed Reactions of 4-Diazodihydrofuran-3-ones.” Synthesis, vol. 48, no. 24, Sep. 2016, pp. 4525-4532. https://doi.org/10.1055%2Fs-0036-1588304.
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