volume 24 issue 3 pages 815-820

Rh-Catalyzed Coupling of Acrylic/Benzoic Acids with α-Diazocarbonyl Compounds: An Alternative Route for α-Pyrones and Isocoumarins

Publication typeJournal Article
Publication date2022-01-12
scimago Q1
wos Q1
SJR1.235
CiteScore8.7
Impact factor5.0
ISSN15237060, 15237052
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Abstract
A coupling of acrylic acids/benzoic acids with α-diazocarbonyl compounds has been realized by a combined catalytic system of rhodium catalyst and Zn(OAc)2 additive. The presence of Zn(OAc)2 obviously accelerates the C(sp2)-H activation and destructed the formation of carboxylic ester that is formed via a nucleophilic O-H insertion to metal carbenoid. The procedure featured mild reaction conditions and broad substrate scope, providing a straightforward approach to the synthesis of α-pyrones and isocoumarins without the transformation of carboxylic acids to the corresponding amides.
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GOST Copy
Hong C. et al. Rh-Catalyzed Coupling of Acrylic/Benzoic Acids with α-Diazocarbonyl Compounds: An Alternative Route for α-Pyrones and Isocoumarins // Organic Letters. 2022. Vol. 24. No. 3. pp. 815-820.
GOST all authors (up to 50) Copy
Hong C., Yu S., Liu Z., Zhang Y. Rh-Catalyzed Coupling of Acrylic/Benzoic Acids with α-Diazocarbonyl Compounds: An Alternative Route for α-Pyrones and Isocoumarins // Organic Letters. 2022. Vol. 24. No. 3. pp. 815-820.
RIS |
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RIS Copy
TY - JOUR
DO - 10.1021/acs.orglett.1c03992
UR - https://doi.org/10.1021/acs.orglett.1c03992
TI - Rh-Catalyzed Coupling of Acrylic/Benzoic Acids with α-Diazocarbonyl Compounds: An Alternative Route for α-Pyrones and Isocoumarins
T2 - Organic Letters
AU - Hong, Chao
AU - Yu, Shuling
AU - Liu, Zhanxiang
AU - Zhang, Yuhong
PY - 2022
DA - 2022/01/12
PB - American Chemical Society (ACS)
SP - 815-820
IS - 3
VL - 24
PMID - 35019648
SN - 1523-7060
SN - 1523-7052
ER -
BibTex |
Cite this
BibTex (up to 50 authors) Copy
@article{2022_Hong,
author = {Chao Hong and Shuling Yu and Zhanxiang Liu and Yuhong Zhang},
title = {Rh-Catalyzed Coupling of Acrylic/Benzoic Acids with α-Diazocarbonyl Compounds: An Alternative Route for α-Pyrones and Isocoumarins},
journal = {Organic Letters},
year = {2022},
volume = {24},
publisher = {American Chemical Society (ACS)},
month = {jan},
url = {https://doi.org/10.1021/acs.orglett.1c03992},
number = {3},
pages = {815--820},
doi = {10.1021/acs.orglett.1c03992}
}
MLA
Cite this
MLA Copy
Hong, Chao, et al. “Rh-Catalyzed Coupling of Acrylic/Benzoic Acids with α-Diazocarbonyl Compounds: An Alternative Route for α-Pyrones and Isocoumarins.” Organic Letters, vol. 24, no. 3, Jan. 2022, pp. 815-820. https://doi.org/10.1021/acs.orglett.1c03992.