Organic Letters, volume 21, issue 3, pages 696-699
Tandem Transformations via Friedel–Crafts Acylation Followed by a Ring-Expansion, Ring-Opening, and Cycloisomerization Sequence
Publication type: Journal Article
Publication date: 2019-01-23
Journal:
Organic Letters
Q1
Q1
SJR: 1.245
CiteScore: 9.3
Impact factor: 4.9
ISSN: 15237060, 15237052
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Abstract
A tandem synthetic route to a diverse array of cyclic compounds has been developed from Friedel-Crafts acylation of alkynes followed by the microwave irradiation of β-chlorovinyl ketone intermediates. The stereoisomeric β-chlorovinyl ketone intermediates smoothly underwent a thermal α-vinyl enolization and ring expansion to vinyl and carbocyclic furans as well as cyclopetene derivatives in good to excellent yields without the need for any catalysts.
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Kim H. Y., Oh K. Tandem Transformations via Friedel–Crafts Acylation Followed by a Ring-Expansion, Ring-Opening, and Cycloisomerization Sequence // Organic Letters. 2019. Vol. 21. No. 3. pp. 696-699.
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Kim H. Y., Oh K. Tandem Transformations via Friedel–Crafts Acylation Followed by a Ring-Expansion, Ring-Opening, and Cycloisomerization Sequence // Organic Letters. 2019. Vol. 21. No. 3. pp. 696-699.
Cite this
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TY - JOUR
DO - 10.1021/acs.orglett.8b03881
UR - https://doi.org/10.1021/acs.orglett.8b03881
TI - Tandem Transformations via Friedel–Crafts Acylation Followed by a Ring-Expansion, Ring-Opening, and Cycloisomerization Sequence
T2 - Organic Letters
AU - Kim, Hun Young
AU - Oh, Kyungsoo
PY - 2019
DA - 2019/01/23
PB - American Chemical Society (ACS)
SP - 696-699
IS - 3
VL - 21
SN - 1523-7060
SN - 1523-7052
ER -
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BibTex (up to 50 authors)
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@article{2019_Kim,
author = {Hun Young Kim and Kyungsoo Oh},
title = {Tandem Transformations via Friedel–Crafts Acylation Followed by a Ring-Expansion, Ring-Opening, and Cycloisomerization Sequence},
journal = {Organic Letters},
year = {2019},
volume = {21},
publisher = {American Chemical Society (ACS)},
month = {jan},
url = {https://doi.org/10.1021/acs.orglett.8b03881},
number = {3},
pages = {696--699},
doi = {10.1021/acs.orglett.8b03881}
}
Cite this
MLA
Copy
Kim, Hun Young, and Kyungsoo Oh. “Tandem Transformations via Friedel–Crafts Acylation Followed by a Ring-Expansion, Ring-Opening, and Cycloisomerization Sequence.” Organic Letters, vol. 21, no. 3, Jan. 2019, pp. 696-699. https://doi.org/10.1021/acs.orglett.8b03881.