Journal of Organic Chemistry, volume 81, issue 6, pages 2521-2533
Substrate-Dependent Mechanistic Divergence in Decarboxylative Heck Reaction at Room Temperature
2
Academy of Scientific and Innovative Research, Kolkata-700032, West Bengal, India
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Publication type: Journal Article
Publication date: 2016-03-01
Journal:
Journal of Organic Chemistry
Quartile SCImago
Q1
Quartile WOS
Q1
Impact factor: 3.6
ISSN: 00223263, 15206904
Organic Chemistry
Abstract
We report herein a Pd(II)-catalyzed Heck-type coupling between arene carboxylic acids and alkenes at room temperature. Mechanistically, the reaction proceeds in two distinct pathways where electron-rich substrates undergo a palladium(II)-catalyzed decarboxylation and electron-deficient substrates proceed through silver(I)-assisted decarboxylation. Dimethyl sulfoxide (DMSO) or sulfide ligands have positive and negative roles in the reaction outcome, respectively. The present protocol is combined for the peptide modification under mild reaction conditions.
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Citations by publishers
2
4
6
8
10
12
14
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Wiley
13 publications, 37.14%
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Royal Society of Chemistry (RSC)
8 publications, 22.86%
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American Chemical Society (ACS)
7 publications, 20%
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Elsevier
4 publications, 11.43%
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1 publication, 2.86%
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Thieme
1 publication, 2.86%
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Autonomous Non-profit Organization Editorial Board of the journal Uspekhi Khimii
1 publication, 2.86%
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2
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14
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- We do not take into account publications without a DOI.
- Statistics recalculated only for publications connected to researchers, organizations and labs registered on the platform.
- Statistics recalculated weekly.
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Hossian A. et al. Substrate-Dependent Mechanistic Divergence in Decarboxylative Heck Reaction at Room Temperature // Journal of Organic Chemistry. 2016. Vol. 81. No. 6. pp. 2521-2533.
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Hossian A., Bhunia S. K., Jana R. K. Substrate-Dependent Mechanistic Divergence in Decarboxylative Heck Reaction at Room Temperature // Journal of Organic Chemistry. 2016. Vol. 81. No. 6. pp. 2521-2533.
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TY - JOUR
DO - 10.1021/acs.joc.6b00100
UR - https://doi.org/10.1021/acs.joc.6b00100
TI - Substrate-Dependent Mechanistic Divergence in Decarboxylative Heck Reaction at Room Temperature
T2 - Journal of Organic Chemistry
AU - Hossian, Asik
AU - Bhunia, Samir Kumar
AU - Jana, Ranjan Kumar
PY - 2016
DA - 2016/03/01 00:00:00
PB - American Chemical Society (ACS)
SP - 2521-2533
IS - 6
VL - 81
SN - 0022-3263
SN - 1520-6904
ER -
Cite this
BibTex
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@article{2016_Hossian,
author = {Asik Hossian and Samir Kumar Bhunia and Ranjan Kumar Jana},
title = {Substrate-Dependent Mechanistic Divergence in Decarboxylative Heck Reaction at Room Temperature},
journal = {Journal of Organic Chemistry},
year = {2016},
volume = {81},
publisher = {American Chemical Society (ACS)},
month = {mar},
url = {https://doi.org/10.1021/acs.joc.6b00100},
number = {6},
pages = {2521--2533},
doi = {10.1021/acs.joc.6b00100}
}
Cite this
MLA
Copy
Hossian, Asik, et al. “Substrate-Dependent Mechanistic Divergence in Decarboxylative Heck Reaction at Room Temperature.” Journal of Organic Chemistry, vol. 81, no. 6, Mar. 2016, pp. 2521-2533. https://doi.org/10.1021/acs.joc.6b00100.