Chemical Communications, volume 49, issue 69, pages 7623

Palladium-catalyzed regio- and chemoselective ortho-benzylation of C–H bond using a functionalizable primary amide directing group: a concise synthesis of dibenzo[b,e]azepin-6-ones

Joydev K. Laha 1
Pooja U Shah 1
Krupal P Jethava 1
1
 
Department of Pharmaceutical Technology (Process Chemistry), National Institute of Pharmaceutical Education and Research, S. A. S. Nagar, Punjab 160062, India
Publication typeJournal Article
Publication date2013-07-20
Quartile SCImago
Q1
Quartile WOS
Q2
SJR1.133
CiteScore8.6
Impact factor4.3
ISSN13597345, 1364548X
Materials Chemistry
Metals and Alloys
Surfaces, Coatings and Films
General Chemistry
Ceramics and Composites
Electronic, Optical and Magnetic Materials
Catalysis
Abstract
A palladium-catalyzed regio- and chemoselective direct benzylation of primary benzamides with 2-bromobenzyl bromides under a mild basic condition has been developed affording various substituted diarylmethanes in good yields. Furthermore, the directing amide group (-CONH2) was subjected to intramolecular N-arylation with the aryl bromide moiety present in diarylmethanes leading to a concise synthesis of dibenzoazepinones.

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Laha J. K., Shah P. U., Jethava K. P. Palladium-catalyzed regio- and chemoselective ortho-benzylation of C–H bond using a functionalizable primary amide directing group: a concise synthesis of dibenzo[b,e]azepin-6-ones // Chemical Communications. 2013. Vol. 49. No. 69. p. 7623.
GOST all authors (up to 50) Copy
Laha J. K., Shah P. U., Jethava K. P. Palladium-catalyzed regio- and chemoselective ortho-benzylation of C–H bond using a functionalizable primary amide directing group: a concise synthesis of dibenzo[b,e]azepin-6-ones // Chemical Communications. 2013. Vol. 49. No. 69. p. 7623.
RIS |
Cite this
RIS Copy
TY - JOUR
DO - 10.1039/c3cc43835j
UR - https://doi.org/10.1039/c3cc43835j
TI - Palladium-catalyzed regio- and chemoselective ortho-benzylation of C–H bond using a functionalizable primary amide directing group: a concise synthesis of dibenzo[b,e]azepin-6-ones
T2 - Chemical Communications
AU - Shah, Pooja U
AU - Laha, Joydev K.
AU - Jethava, Krupal P
PY - 2013
DA - 2013/07/20
PB - Royal Society of Chemistry (RSC)
SP - 7623
IS - 69
VL - 49
SN - 1359-7345
SN - 1364-548X
ER -
BibTex |
Cite this
BibTex Copy
@article{2013_Laha,
author = {Pooja U Shah and Joydev K. Laha and Krupal P Jethava},
title = {Palladium-catalyzed regio- and chemoselective ortho-benzylation of C–H bond using a functionalizable primary amide directing group: a concise synthesis of dibenzo[b,e]azepin-6-ones},
journal = {Chemical Communications},
year = {2013},
volume = {49},
publisher = {Royal Society of Chemistry (RSC)},
month = {jul},
url = {https://doi.org/10.1039/c3cc43835j},
number = {69},
pages = {7623},
doi = {10.1039/c3cc43835j}
}
MLA
Cite this
MLA Copy
Laha, Joydev K., et al. “Palladium-catalyzed regio- and chemoselective ortho-benzylation of C–H bond using a functionalizable primary amide directing group: a concise synthesis of dibenzo[b,e]azepin-6-ones.” Chemical Communications, vol. 49, no. 69, Jul. 2013, p. 7623. https://doi.org/10.1039/c3cc43835j.
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