Palladium-Catalyzed Benzannulations of 1-(Indol-2-yl)but-3-yn-1-ols: Easy Access to Functionalized Carbazoles
Publication type: Journal Article
Publication date: 2022-03-07
scimago Q1
wos Q1
SJR: 1.235
CiteScore: 8.7
Impact factor: 5.0
ISSN: 15237060, 15237052
PubMed ID:
35254070
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Abstract
An atom-economical direct synthesis of carbazoles having aryl and aryl ketone groups has been achieved through Pd(II)-catalyzed cascade reactions between 1-(indol-2-yl)but-3-yn-1-ols and aldehydes. The reaction proceeds through alkyne-carbonyl metathesis, an uncommon pathway using palladium catalysts, and constitutes a fast intermolecular assembly through four carbon-carbon bond formations in one pot. Absence of the aldehyde substrate resulted in the formation of C4-aryl-substituted carbazoles. The reaction is amenable to the synthesis of biscarbazole derivatives.
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24
Total citations:
24
Citations from 2024:
14
(58.33%)
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GOST
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Pramanik S. et al. Palladium-Catalyzed Benzannulations of 1-(Indol-2-yl)but-3-yn-1-ols: Easy Access to Functionalized Carbazoles // Organic Letters. 2022. Vol. 24. No. 10. pp. 1895-1900.
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Pramanik S., Chatterjee S., Banerjee R., Chowdhury C. Palladium-Catalyzed Benzannulations of 1-(Indol-2-yl)but-3-yn-1-ols: Easy Access to Functionalized Carbazoles // Organic Letters. 2022. Vol. 24. No. 10. pp. 1895-1900.
Cite this
RIS
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TY - JOUR
DO - 10.1021/acs.orglett.2c00182
UR - https://doi.org/10.1021/acs.orglett.2c00182
TI - Palladium-Catalyzed Benzannulations of 1-(Indol-2-yl)but-3-yn-1-ols: Easy Access to Functionalized Carbazoles
T2 - Organic Letters
AU - Pramanik, Subhendu
AU - Chatterjee, Sarat
AU - Banerjee, Rumjhum
AU - Chowdhury, Chinmay
PY - 2022
DA - 2022/03/07
PB - American Chemical Society (ACS)
SP - 1895-1900
IS - 10
VL - 24
PMID - 35254070
SN - 1523-7060
SN - 1523-7052
ER -
Cite this
BibTex (up to 50 authors)
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@article{2022_Pramanik,
author = {Subhendu Pramanik and Sarat Chatterjee and Rumjhum Banerjee and Chinmay Chowdhury},
title = {Palladium-Catalyzed Benzannulations of 1-(Indol-2-yl)but-3-yn-1-ols: Easy Access to Functionalized Carbazoles},
journal = {Organic Letters},
year = {2022},
volume = {24},
publisher = {American Chemical Society (ACS)},
month = {mar},
url = {https://doi.org/10.1021/acs.orglett.2c00182},
number = {10},
pages = {1895--1900},
doi = {10.1021/acs.orglett.2c00182}
}
Cite this
MLA
Copy
Pramanik, Subhendu, et al. “Palladium-Catalyzed Benzannulations of 1-(Indol-2-yl)but-3-yn-1-ols: Easy Access to Functionalized Carbazoles.” Organic Letters, vol. 24, no. 10, Mar. 2022, pp. 1895-1900. https://doi.org/10.1021/acs.orglett.2c00182.