Substrate-Controlled Selectivity Switch in the Three-Component Coupling Involving Arynes, Aromatic Tertiary Amines, and CO2
Тип публикации: Journal Article
Дата публикации: 2016-10-13
SCImago Q1
Tоп 10% SCImago
WOS Q1
БС1
SJR: 1.007
CiteScore: 7.7
Impact factor: 4.7
ISSN: 15237060, 15237052
PubMed ID:
27736077
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Краткое описание
The transition-metal-free multicomponent coupling involving arynes, aromatic tertiary amines, and CO2 is reported. The reaction exhibits switchable selectivity depending on the electronic nature of the aromatic amines used. With amines bearing electron-releasing/neutral groups as the nucleophilic trigger, the reaction afforded 2-arylamino benzoates via a nitrogen to oxygen alkyl group migration. Employing electron-deficient amines in the reaction furnished 2-aminoaryl benzoates proceeding via the aryl to aryl amino group migration resembling a Smiles rearrangement.
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Bhojgude S. S. et al. Substrate-Controlled Selectivity Switch in the Three-Component Coupling Involving Arynes, Aromatic Tertiary Amines, and CO2 // Organic Letters. 2016. Vol. 18. No. 20. pp. 5424-5427.
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Bhojgude S. S., Roy T., Biju A. Substrate-Controlled Selectivity Switch in the Three-Component Coupling Involving Arynes, Aromatic Tertiary Amines, and CO2 // Organic Letters. 2016. Vol. 18. No. 20. pp. 5424-5427.
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TY - JOUR
DO - 10.1021/acs.orglett.6b02845
UR - https://doi.org/10.1021/acs.orglett.6b02845
TI - Substrate-Controlled Selectivity Switch in the Three-Component Coupling Involving Arynes, Aromatic Tertiary Amines, and CO2
T2 - Organic Letters
AU - Bhojgude, Sachin Suresh
AU - Roy, Tony
AU - Biju, A.T
PY - 2016
DA - 2016/10/13
PB - American Chemical Society (ACS)
SP - 5424-5427
IS - 20
VL - 18
PMID - 27736077
SN - 1523-7060
SN - 1523-7052
ER -
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BibTex (до 50 авторов)
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@article{2016_Bhojgude,
author = {Sachin Suresh Bhojgude and Tony Roy and A.T Biju},
title = {Substrate-Controlled Selectivity Switch in the Three-Component Coupling Involving Arynes, Aromatic Tertiary Amines, and CO2},
journal = {Organic Letters},
year = {2016},
volume = {18},
publisher = {American Chemical Society (ACS)},
month = {oct},
url = {https://doi.org/10.1021/acs.orglett.6b02845},
number = {20},
pages = {5424--5427},
doi = {10.1021/acs.orglett.6b02845}
}
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MLA
Скопировать
Bhojgude, Sachin Suresh, et al. “Substrate-Controlled Selectivity Switch in the Three-Component Coupling Involving Arynes, Aromatic Tertiary Amines, and CO2.” Organic Letters, vol. 18, no. 20, Oct. 2016, pp. 5424-5427. https://doi.org/10.1021/acs.orglett.6b02845.
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