Palladium-Catalyzed Reductive Aminocarbonylation of o-Iodophenol-Derived Allyl Ethers with o-Nitrobenzaldehydes to 3-Alkenylquinolin-2(1H)-ones
Publication type: Journal Article
Publication date: 2022-03-10
scimago Q1
wos Q1
SJR: 1.235
CiteScore: 8.7
Impact factor: 5.0
ISSN: 15237060, 15237052
PubMed ID:
35271283
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Abstract
An attractive palladium-catalyzed reductive aminocarbonylation reaction of allylic ethers has been explored for the synthesis of 3-alkenylquinolin-2(1H)-one derivatives. With Mo(CO)6 as both CO surrogate and reductant, a variety of 3-alkenylquinolin-2(1H)-ones were obtained in good to excellent yields from o-iodophenol-derived allyl ethers with o-nitrobenzaldehydes as the nitrogen sources. This reaction proceeds through a cascade pathway and does not rely on high-pressure CO gas as needed in former allylic carbonylation reactions. This strategy provides a new pathway for the construction of 3-alkenylquinolin-2(1H)-ones.
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Liu J. et al. Palladium-Catalyzed Reductive Aminocarbonylation of o-Iodophenol-Derived Allyl Ethers with o-Nitrobenzaldehydes to 3-Alkenylquinolin-2(1H)-ones // Organic Letters. 2022. Vol. 24. No. 11. pp. 2248-2252.
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Liu J., Wang W., Qi X., Wu X. Palladium-Catalyzed Reductive Aminocarbonylation of o-Iodophenol-Derived Allyl Ethers with o-Nitrobenzaldehydes to 3-Alkenylquinolin-2(1H)-ones // Organic Letters. 2022. Vol. 24. No. 11. pp. 2248-2252.
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TY - JOUR
DO - 10.1021/acs.orglett.2c00648
UR - https://doi.org/10.1021/acs.orglett.2c00648
TI - Palladium-Catalyzed Reductive Aminocarbonylation of o-Iodophenol-Derived Allyl Ethers with o-Nitrobenzaldehydes to 3-Alkenylquinolin-2(1H)-ones
T2 - Organic Letters
AU - Liu, Jian-Li
AU - Wang, Wei
AU - Qi, Xinxin
AU - Wu, Xiao‐Feng
PY - 2022
DA - 2022/03/10
PB - American Chemical Society (ACS)
SP - 2248-2252
IS - 11
VL - 24
PMID - 35271283
SN - 1523-7060
SN - 1523-7052
ER -
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BibTex (up to 50 authors)
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@article{2022_Liu,
author = {Jian-Li Liu and Wei Wang and Xinxin Qi and Xiao‐Feng Wu},
title = {Palladium-Catalyzed Reductive Aminocarbonylation of o-Iodophenol-Derived Allyl Ethers with o-Nitrobenzaldehydes to 3-Alkenylquinolin-2(1H)-ones},
journal = {Organic Letters},
year = {2022},
volume = {24},
publisher = {American Chemical Society (ACS)},
month = {mar},
url = {https://doi.org/10.1021/acs.orglett.2c00648},
number = {11},
pages = {2248--2252},
doi = {10.1021/acs.orglett.2c00648}
}
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Liu, Jian-Li, et al. “Palladium-Catalyzed Reductive Aminocarbonylation of o-Iodophenol-Derived Allyl Ethers with o-Nitrobenzaldehydes to 3-Alkenylquinolin-2(1H)-ones.” Organic Letters, vol. 24, no. 11, Mar. 2022, pp. 2248-2252. https://doi.org/10.1021/acs.orglett.2c00648.