An Unusual Conversion of 2‐(Alkynonyl)Alkynylbenzenes to Isocoumarins by a Retro‐Favorskii‐like Degradation
Publication type: Journal Article
Publication date: 2019-09-03
scimago Q2
wos Q2
SJR: 0.751
CiteScore: 5.9
Impact factor: 3.3
ISSN: 18614728, 1861471X
PubMed ID:
31355983
General Chemistry
Organic Chemistry
Biochemistry
Abstract
Silver strikes a new route: AgI promotes an unusual conversion of 2-(alkynonyl)alkynylbenzenes to biologically relevant and structurally divergent isocoumarins (see scheme). Isocoumarin formation is highly dependent on the substituents present on the simple alkyne unit rather than the alkynone of 2-(alkynonyl)alkynylbenzene. The mechanism involves a hydrative retro-Favorskii-reaction-like dealkynylation process via an initial pyrylium ion intermediate.
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Total citations:
9
Citations from 2024:
5
(55.55%)
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Santhi J., Baire B. An Unusual Conversion of 2‐(Alkynonyl)Alkynylbenzenes to Isocoumarins by a Retro‐Favorskii‐like Degradation // Chemistry - An Asian Journal. 2019. Vol. 14. No. 18. pp. 3161-3165.
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Santhi J., Baire B. An Unusual Conversion of 2‐(Alkynonyl)Alkynylbenzenes to Isocoumarins by a Retro‐Favorskii‐like Degradation // Chemistry - An Asian Journal. 2019. Vol. 14. No. 18. pp. 3161-3165.
Cite this
RIS
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TY - JOUR
DO - 10.1002/asia.201900745
UR - https://doi.org/10.1002/asia.201900745
TI - An Unusual Conversion of 2‐(Alkynonyl)Alkynylbenzenes to Isocoumarins by a Retro‐Favorskii‐like Degradation
T2 - Chemistry - An Asian Journal
AU - Santhi, Jampani
AU - Baire, Beeraiah
PY - 2019
DA - 2019/09/03
PB - Wiley
SP - 3161-3165
IS - 18
VL - 14
PMID - 31355983
SN - 1861-4728
SN - 1861-471X
ER -
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BibTex (up to 50 authors)
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@article{2019_Santhi,
author = {Jampani Santhi and Beeraiah Baire},
title = {An Unusual Conversion of 2‐(Alkynonyl)Alkynylbenzenes to Isocoumarins by a Retro‐Favorskii‐like Degradation},
journal = {Chemistry - An Asian Journal},
year = {2019},
volume = {14},
publisher = {Wiley},
month = {sep},
url = {https://doi.org/10.1002/asia.201900745},
number = {18},
pages = {3161--3165},
doi = {10.1002/asia.201900745}
}
Cite this
MLA
Copy
Santhi, Jampani, and Beeraiah Baire. “An Unusual Conversion of 2‐(Alkynonyl)Alkynylbenzenes to Isocoumarins by a Retro‐Favorskii‐like Degradation.” Chemistry - An Asian Journal, vol. 14, no. 18, Sep. 2019, pp. 3161-3165. https://doi.org/10.1002/asia.201900745.