volume 54 issue 22 pages 5119-5127

Formation of a Naphthalene Framework by Rhodium(III)-Catalyzed Double C–H Functionalization of Arenes with Alkynes: Impact of a Supporting Ligand and an Acid Additive

Publication typeJournal Article
Publication date2022-02-15
scimago Q2
wos Q2
SJR0.559
CiteScore4.6
Impact factor2.3
ISSN00397881, 1437210X
Catalysis
Organic Chemistry
Abstract

An efficient protocol has been developed for the synthesis of larger condensed arenes from aromatic hydrocarbons and internal alkynes. This protocol uses readily available [CpRhI2]n as a catalyst and Cu(OAc)2 as an oxidant and proceeds smoothly through undirected double C–H activation. The addition of trifluoroacetic acid has a crucial positive impact on the reaction selectivity and the yields of the target products. In contrast to the previously reported catalytic systems, the new conditions allow the use of both dialkyl- and diarylacetylenes with the same high efficiency.

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Loginov D. A. et al. Formation of a Naphthalene Framework by Rhodium(III)-Catalyzed Double C–H Functionalization of Arenes with Alkynes: Impact of a Supporting Ligand and an Acid Additive // Synthesis. 2022. Vol. 54. No. 22. pp. 5119-5127.
GOST all authors (up to 50) Copy
Loginov D. A., Kharitonov V. B., Muratov D. V., Nelyubina Y. V. Formation of a Naphthalene Framework by Rhodium(III)-Catalyzed Double C–H Functionalization of Arenes with Alkynes: Impact of a Supporting Ligand and an Acid Additive // Synthesis. 2022. Vol. 54. No. 22. pp. 5119-5127.
RIS |
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RIS Copy
TY - JOUR
DO - 10.1055/s-0041-1737342
UR - https://doi.org/10.1055/s-0041-1737342
TI - Formation of a Naphthalene Framework by Rhodium(III)-Catalyzed Double C–H Functionalization of Arenes with Alkynes: Impact of a Supporting Ligand and an Acid Additive
T2 - Synthesis
AU - Loginov, Dmitry A.
AU - Kharitonov, Vladimir B.
AU - Muratov, Dmitry V
AU - Nelyubina, Yulia V.
PY - 2022
DA - 2022/02/15
PB - Georg Thieme Verlag KG
SP - 5119-5127
IS - 22
VL - 54
SN - 0039-7881
SN - 1437-210X
ER -
BibTex |
Cite this
BibTex (up to 50 authors) Copy
@article{2022_Loginov,
author = {Dmitry A. Loginov and Vladimir B. Kharitonov and Dmitry V Muratov and Yulia V. Nelyubina},
title = {Formation of a Naphthalene Framework by Rhodium(III)-Catalyzed Double C–H Functionalization of Arenes with Alkynes: Impact of a Supporting Ligand and an Acid Additive},
journal = {Synthesis},
year = {2022},
volume = {54},
publisher = {Georg Thieme Verlag KG},
month = {feb},
url = {https://doi.org/10.1055/s-0041-1737342},
number = {22},
pages = {5119--5127},
doi = {10.1055/s-0041-1737342}
}
MLA
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MLA Copy
Loginov, Dmitry A., et al. “Formation of a Naphthalene Framework by Rhodium(III)-Catalyzed Double C–H Functionalization of Arenes with Alkynes: Impact of a Supporting Ligand and an Acid Additive.” Synthesis, vol. 54, no. 22, Feb. 2022, pp. 5119-5127. https://doi.org/10.1055/s-0041-1737342.