Aryl Boronic Esters Are Stable on Silica Gel and Reactive under Suzuki–Miyaura Coupling Conditions
Publication type: Journal Article
Publication date: 2022-05-02
scimago Q1
wos Q1
SJR: 1.235
CiteScore: 8.7
Impact factor: 5.0
ISSN: 15237060, 15237052
PubMed ID:
35500272
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Abstract
A wide range of aryl boronic 1,1,2,2-tetraethylethylene glycol esters [ArB(Epin)s] were readily synthesized. Purifying aryl boronic esters by conventional silica gel chromatography is generally challenging; however, these introduced derivatives are easily purified on silica gel and isolated in excellent yields. We subjected the purified ArB(Epin) to Suzuki-Miyaura couplings, which provided higher yields of the desired biaryl products than those obtained using the corresponding aryl boronic acids or pinacol esters.
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GOST
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Oka N. et al. Aryl Boronic Esters Are Stable on Silica Gel and Reactive under Suzuki–Miyaura Coupling Conditions // Organic Letters. 2022. Vol. 24. No. 19. pp. 3510-3514.
GOST all authors (up to 50)
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Oka N., Yamada T., Sajiki H., Akai S., Ikawa T. Aryl Boronic Esters Are Stable on Silica Gel and Reactive under Suzuki–Miyaura Coupling Conditions // Organic Letters. 2022. Vol. 24. No. 19. pp. 3510-3514.
Cite this
RIS
Copy
TY - JOUR
DO - 10.1021/acs.orglett.2c01174
UR - https://doi.org/10.1021/acs.orglett.2c01174
TI - Aryl Boronic Esters Are Stable on Silica Gel and Reactive under Suzuki–Miyaura Coupling Conditions
T2 - Organic Letters
AU - Oka, Naoki
AU - Yamada, Tsuyoshi
AU - Sajiki, Hironao
AU - Akai, Shuji
AU - Ikawa, Takashi
PY - 2022
DA - 2022/05/02
PB - American Chemical Society (ACS)
SP - 3510-3514
IS - 19
VL - 24
PMID - 35500272
SN - 1523-7060
SN - 1523-7052
ER -
Cite this
BibTex (up to 50 authors)
Copy
@article{2022_Oka,
author = {Naoki Oka and Tsuyoshi Yamada and Hironao Sajiki and Shuji Akai and Takashi Ikawa},
title = {Aryl Boronic Esters Are Stable on Silica Gel and Reactive under Suzuki–Miyaura Coupling Conditions},
journal = {Organic Letters},
year = {2022},
volume = {24},
publisher = {American Chemical Society (ACS)},
month = {may},
url = {https://doi.org/10.1021/acs.orglett.2c01174},
number = {19},
pages = {3510--3514},
doi = {10.1021/acs.orglett.2c01174}
}
Cite this
MLA
Copy
Oka, Naoki, et al. “Aryl Boronic Esters Are Stable on Silica Gel and Reactive under Suzuki–Miyaura Coupling Conditions.” Organic Letters, vol. 24, no. 19, May. 2022, pp. 3510-3514. https://doi.org/10.1021/acs.orglett.2c01174.