Diverting Reactive Intermediates Toward Unusual Chemistry: Unexpected Anthranil Products from Davis–Beirut Reaction
Publication type: Journal Article
Publication date: 2017-09-28
scimago Q2
wos Q1
SJR: 0.737
CiteScore: 6.1
Impact factor: 3.6
ISSN: 00223263, 15206904
PubMed ID:
28922917
Organic Chemistry
Abstract
The discovery of a new variation on the Davis-Beirut reaction is described in which an atypical heterocyclic framework (the anthranil or benzo[c]isoxazole framework) is formed as the result of diversion of a key reactive intermediate away from its expected reactivity-a potentially general approach to reaction design and development. Experimental and computational support for the proposed mechanism and origins of altered reactivity are described.
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14
Total citations:
14
Citations from 2024:
3
(21.43%)
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GOST
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Zhu J. S. et al. Diverting Reactive Intermediates Toward Unusual Chemistry: Unexpected Anthranil Products from Davis–Beirut Reaction // Journal of Organic Chemistry. 2017. Vol. 82. No. 20. pp. 10875-10882.
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Zhu J. S., Son J., Teuthorn A. P., Haddadin M., Kurth M. J., Tantillo D. J. Diverting Reactive Intermediates Toward Unusual Chemistry: Unexpected Anthranil Products from Davis–Beirut Reaction // Journal of Organic Chemistry. 2017. Vol. 82. No. 20. pp. 10875-10882.
Cite this
RIS
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TY - JOUR
DO - 10.1021/acs.joc.7b01521
UR - https://doi.org/10.1021/acs.joc.7b01521
TI - Diverting Reactive Intermediates Toward Unusual Chemistry: Unexpected Anthranil Products from Davis–Beirut Reaction
T2 - Journal of Organic Chemistry
AU - Zhu, Jie S
AU - Son, Jung-Ho
AU - Teuthorn, Andrew P
AU - Haddadin, Makhluf
AU - Kurth, Mark J.
AU - Tantillo, Dean J.
PY - 2017
DA - 2017/09/28
PB - American Chemical Society (ACS)
SP - 10875-10882
IS - 20
VL - 82
PMID - 28922917
SN - 0022-3263
SN - 1520-6904
ER -
Cite this
BibTex (up to 50 authors)
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@article{2017_Zhu,
author = {Jie S Zhu and Jung-Ho Son and Andrew P Teuthorn and Makhluf Haddadin and Mark J. Kurth and Dean J. Tantillo},
title = {Diverting Reactive Intermediates Toward Unusual Chemistry: Unexpected Anthranil Products from Davis–Beirut Reaction},
journal = {Journal of Organic Chemistry},
year = {2017},
volume = {82},
publisher = {American Chemical Society (ACS)},
month = {sep},
url = {https://doi.org/10.1021/acs.joc.7b01521},
number = {20},
pages = {10875--10882},
doi = {10.1021/acs.joc.7b01521}
}
Cite this
MLA
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Zhu, Jie S., et al. “Diverting Reactive Intermediates Toward Unusual Chemistry: Unexpected Anthranil Products from Davis–Beirut Reaction.” Journal of Organic Chemistry, vol. 82, no. 20, Sep. 2017, pp. 10875-10882. https://doi.org/10.1021/acs.joc.7b01521.