Redox-Neutral [4 + 2] Annulation of N-Methoxybenzamides with Alkynes Enabled by an Osmium(II)/HOAc Catalytic System.
Publication type: Journal Article
Publication date: 2019-12-05
scimago Q1
wos Q1
SJR: 1.235
CiteScore: 8.7
Impact factor: 5.0
ISSN: 15237060, 15237052
PubMed ID:
31802671
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Abstract
By making use of a direct C-H activation strategy, an efficient osmium(II)-catalyzed redox-neutral [4 + 2] annulation of N-methoxybenzamides with alkynes has been accomplished. Computational and experimental studies revealed that such transformation leading to the synthesis of the isoquinolone core might follow an Os(II)-Os(IV)-Os(II) catalytic pathway, in which an unusual HOAc-assisted oxidative addition of osmium(II) into the N-O bond to generate the osmium(IV) species was involved as one of the key transition states. Further exploration of divergent C-H activation reaction modes enabled by the osmium(II) catalyst has also been exemplified for one-pot assembly of other either linear or cyclic products.
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Total citations:
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Citations from 2024:
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(29%)
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GOST
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Yang J. et al. Redox-Neutral [4 + 2] Annulation of N-Methoxybenzamides with Alkynes Enabled by an Osmium(II)/HOAc Catalytic System. // Organic Letters. 2019. Vol. 21. No. 24. pp. 9904-9908.
GOST all authors (up to 50)
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Yang J., Wu L., Xu H., Gao H., Zhou Z., Yi W. Redox-Neutral [4 + 2] Annulation of N-Methoxybenzamides with Alkynes Enabled by an Osmium(II)/HOAc Catalytic System. // Organic Letters. 2019. Vol. 21. No. 24. pp. 9904-9908.
Cite this
RIS
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TY - JOUR
DO - 10.1021/acs.orglett.9b03827
UR - https://doi.org/10.1021/acs.orglett.9b03827
TI - Redox-Neutral [4 + 2] Annulation of N-Methoxybenzamides with Alkynes Enabled by an Osmium(II)/HOAc Catalytic System.
T2 - Organic Letters
AU - Yang, Jian
AU - Wu, Liexin
AU - Xu, Huiying
AU - Gao, Hui
AU - Zhou, Zhi
AU - Yi, Wei
PY - 2019
DA - 2019/12/05
PB - American Chemical Society (ACS)
SP - 9904-9908
IS - 24
VL - 21
PMID - 31802671
SN - 1523-7060
SN - 1523-7052
ER -
Cite this
BibTex (up to 50 authors)
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@article{2019_Yang,
author = {Jian Yang and Liexin Wu and Huiying Xu and Hui Gao and Zhi Zhou and Wei Yi},
title = {Redox-Neutral [4 + 2] Annulation of N-Methoxybenzamides with Alkynes Enabled by an Osmium(II)/HOAc Catalytic System.},
journal = {Organic Letters},
year = {2019},
volume = {21},
publisher = {American Chemical Society (ACS)},
month = {dec},
url = {https://doi.org/10.1021/acs.orglett.9b03827},
number = {24},
pages = {9904--9908},
doi = {10.1021/acs.orglett.9b03827}
}
Cite this
MLA
Copy
Yang, Jian, et al. “Redox-Neutral [4 + 2] Annulation of N-Methoxybenzamides with Alkynes Enabled by an Osmium(II)/HOAc Catalytic System..” Organic Letters, vol. 21, no. 24, Dec. 2019, pp. 9904-9908. https://doi.org/10.1021/acs.orglett.9b03827.