Boron Chelates Derived from N-Acylhydrazones as Radical Acceptors: Photocatalyzed Coupling of Hydrazones with Carboxylic Acids
Publication type: Journal Article
Publication date: 2021-11-09
scimago Q1
wos Q1
SJR: 1.235
CiteScore: 8.7
Impact factor: 5.0
ISSN: 15237060, 15237052
PubMed ID:
34752109
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Abstract
Difluoroboryl complexes obtained from N-acyl hydrazones upon brief treatment with boron trifluoride and allylic silane serve as efficient acceptors of alkyl radicals. The reaction of the boryl chelates with carboxylic acids in the presence of an acridine-type photocatalyst leading to N-acyl hydrazides is described. The efficiency of addition at the C═N bond of the chelates is determined by the formation of a nitrogen-centered radical stabilized by the boron-containing heterocyclic ring.
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34
Total citations:
34
Citations from 2024:
17
(50%)
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GOST
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Dmitriev I., Levin V. V., Dilman A. D. Boron Chelates Derived from N-Acylhydrazones as Radical Acceptors: Photocatalyzed Coupling of Hydrazones with Carboxylic Acids // Organic Letters. 2021. Vol. 23. No. 22. pp. 8973-8977.
GOST all authors (up to 50)
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Dmitriev I., Levin V. V., Dilman A. D. Boron Chelates Derived from N-Acylhydrazones as Radical Acceptors: Photocatalyzed Coupling of Hydrazones with Carboxylic Acids // Organic Letters. 2021. Vol. 23. No. 22. pp. 8973-8977.
Cite this
RIS
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TY - JOUR
DO - 10.1021/acs.orglett.1c03501
UR - https://doi.org/10.1021/acs.orglett.1c03501
TI - Boron Chelates Derived from N-Acylhydrazones as Radical Acceptors: Photocatalyzed Coupling of Hydrazones with Carboxylic Acids
T2 - Organic Letters
AU - Dmitriev, I. A.
AU - Levin, Vitalij V
AU - Dilman, Alexander D
PY - 2021
DA - 2021/11/09
PB - American Chemical Society (ACS)
SP - 8973-8977
IS - 22
VL - 23
PMID - 34752109
SN - 1523-7060
SN - 1523-7052
ER -
Cite this
BibTex (up to 50 authors)
Copy
@article{2021_Dmitriev,
author = {I. A. Dmitriev and Vitalij V Levin and Alexander D Dilman},
title = {Boron Chelates Derived from N-Acylhydrazones as Radical Acceptors: Photocatalyzed Coupling of Hydrazones with Carboxylic Acids},
journal = {Organic Letters},
year = {2021},
volume = {23},
publisher = {American Chemical Society (ACS)},
month = {nov},
url = {https://doi.org/10.1021/acs.orglett.1c03501},
number = {22},
pages = {8973--8977},
doi = {10.1021/acs.orglett.1c03501}
}
Cite this
MLA
Copy
Dmitriev, I. A., et al. “Boron Chelates Derived from N-Acylhydrazones as Radical Acceptors: Photocatalyzed Coupling of Hydrazones with Carboxylic Acids.” Organic Letters, vol. 23, no. 22, Nov. 2021, pp. 8973-8977. https://doi.org/10.1021/acs.orglett.1c03501.