Silver-Catalyzed Radical Cascade Cyclization toward 1,5-/1,3-Dicarbonyl Heterocycles: An Atom-/Step-Economical Strategy Leading to Chromenopyridines and Isoxazole-/Pyrazole-Containing Chroman-4-Ones
Publication type: Journal Article
Publication date: 2018-09-25
scimago Q1
wos Q1
SJR: 1.235
CiteScore: 8.7
Impact factor: 5.0
ISSN: 15237060, 15237052
PubMed ID:
30251870
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Abstract
A novel and convenient silver-catalyzed radical cascade cyclization toward a large variety of 1,5-/1,3-dicarbonyl heterocycles containing a chroman-4-one, indanone, or 2,3-dihydroquinolin-4(1 H)-one moiety was developed, by reacting various 2-functionalized benzaldehydes, including 2-allyloxy benzaldehydes, 2-allyl benzaldehyde, and 2-N(Ts)CH2-CH═CH2 substituted benzaldehyde, with 1,3-dicarbonyl compounds in the presence of AgNO3/K2S2O8 in one pot under mild reaction conditions. The newly obtained 1,5-/1,3-dicarbonyl-containing heterocycles were further used directly to synthesize more structurally diverse polyheterocycles, mainly including chromenopyridines as well as isoxazole- or pyrazole-containing chroman-4-ones.
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92
Total citations:
92
Citations from 2025:
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(11.96%)
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Hu H. et al. Silver-Catalyzed Radical Cascade Cyclization toward 1,5-/1,3-Dicarbonyl Heterocycles: An Atom-/Step-Economical Strategy Leading to Chromenopyridines and Isoxazole-/Pyrazole-Containing Chroman-4-Ones // Organic Letters. 2018. Vol. 20. No. 19. pp. 6157-6160.
GOST all authors (up to 50)
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Hu H., Chen X., Sun K., Wang J., Liu Y., Liu H., Fan L., Yu B., Sun Y., Qu L., Zhao Y. Silver-Catalyzed Radical Cascade Cyclization toward 1,5-/1,3-Dicarbonyl Heterocycles: An Atom-/Step-Economical Strategy Leading to Chromenopyridines and Isoxazole-/Pyrazole-Containing Chroman-4-Ones // Organic Letters. 2018. Vol. 20. No. 19. pp. 6157-6160.
Cite this
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TY - JOUR
DO - 10.1021/acs.orglett.8b02627
UR - https://doi.org/10.1021/acs.orglett.8b02627
TI - Silver-Catalyzed Radical Cascade Cyclization toward 1,5-/1,3-Dicarbonyl Heterocycles: An Atom-/Step-Economical Strategy Leading to Chromenopyridines and Isoxazole-/Pyrazole-Containing Chroman-4-Ones
T2 - Organic Letters
AU - Hu, Hao
AU - Chen, Xiao-Lan
AU - Sun, Kai
AU - Wang, Junchao
AU - Liu, Yan
AU - Liu, Hui
AU - Fan, LuLu
AU - Yu, Bing
AU - Sun, Yuan-Qiang
AU - Qu, Lingbo
AU - Zhao, Yufen
PY - 2018
DA - 2018/09/25
PB - American Chemical Society (ACS)
SP - 6157-6160
IS - 19
VL - 20
PMID - 30251870
SN - 1523-7060
SN - 1523-7052
ER -
Cite this
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@article{2018_Hu,
author = {Hao Hu and Xiao-Lan Chen and Kai Sun and Junchao Wang and Yan Liu and Hui Liu and LuLu Fan and Bing Yu and Yuan-Qiang Sun and Lingbo Qu and Yufen Zhao},
title = {Silver-Catalyzed Radical Cascade Cyclization toward 1,5-/1,3-Dicarbonyl Heterocycles: An Atom-/Step-Economical Strategy Leading to Chromenopyridines and Isoxazole-/Pyrazole-Containing Chroman-4-Ones},
journal = {Organic Letters},
year = {2018},
volume = {20},
publisher = {American Chemical Society (ACS)},
month = {sep},
url = {https://doi.org/10.1021/acs.orglett.8b02627},
number = {19},
pages = {6157--6160},
doi = {10.1021/acs.orglett.8b02627}
}
Cite this
MLA
Copy
Hu, Hao, et al. “Silver-Catalyzed Radical Cascade Cyclization toward 1,5-/1,3-Dicarbonyl Heterocycles: An Atom-/Step-Economical Strategy Leading to Chromenopyridines and Isoxazole-/Pyrazole-Containing Chroman-4-Ones.” Organic Letters, vol. 20, no. 19, Sep. 2018, pp. 6157-6160. https://doi.org/10.1021/acs.orglett.8b02627.