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
1
Department of Pharmaceutical Technology (Process Chemistry), National Institute of Pharmaceutical Education and Research, S. A. S. Nagar, Punjab 160062, India
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Publication type: Journal Article
Publication date: 2013-07-20
scimago Q1
wos Q2
SJR: 1.037
CiteScore: 7.4
Impact factor: 4.2
ISSN: 13597345, 1364548X
PubMed ID:
23873087
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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41
Total citations:
41
Citations from 2024:
7
(17.08%)
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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.
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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.
Cite this
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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 - Laha, Joydev K.
AU - Shah, Pooja U
AU - Jethava, Krupal P
PY - 2013
DA - 2013/07/20
PB - Royal Society of Chemistry (RSC)
SP - 7623
IS - 69
VL - 49
PMID - 23873087
SN - 1359-7345
SN - 1364-548X
ER -
Cite this
BibTex (up to 50 authors)
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@article{2013_Laha,
author = {Joydev K. Laha and Pooja U Shah 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}
}
Cite this
MLA
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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.