Substrate-Dependent Mechanistic Divergence in Decarboxylative Heck Reaction at Room Temperature
2
Academy of Scientific and Innovative Research, Kolkata-700032, West Bengal, India
|
Publication type: Journal Article
Publication date: 2016-03-01
scimago Q2
wos Q1
SJR: 0.737
CiteScore: 6.1
Impact factor: 3.6
ISSN: 00223263, 15206904
PubMed ID:
26895388
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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35
Total citations:
35
Citations from 2024:
1
(2.86%)
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MLA
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GOST
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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.
GOST all authors (up to 50)
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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.
Cite this
RIS
Copy
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
PB - American Chemical Society (ACS)
SP - 2521-2533
IS - 6
VL - 81
PMID - 26895388
SN - 0022-3263
SN - 1520-6904
ER -
Cite this
BibTex (up to 50 authors)
Copy
@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.