Coumarin to Isocoumarin: One-Pot Synthesis of 3-Substituted Isocoumarins from 4-Hydroxycoumarins and Benzyne Precursors
Publication type: Journal Article
Publication date: 2017-01-17
scimago Q1
wos Q1
SJR: 1.235
CiteScore: 8.7
Impact factor: 5.0
ISSN: 15237060, 15237052
PubMed ID:
28094962
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Abstract
A novel transition-metal-free direct synthesis of 3-substituted isocoumarin from 4-hydroxycoumarin and a benzyne precursor is developed. This synthetic strategy proceeds via C-O and C-C bond cleavage as well as C-O and C-C bond formations in a single reaction vessel by simple treatment with CsF in the absence of catalyst. This methodology affords moderate to good yields of 3-substituted isocoumarins and is tolerant of a variety of functional groups including halide.
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Metrics
45
Total citations:
45
Citations from 2024:
6
(13.33%)
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GOST
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Neog K. et al. Coumarin to Isocoumarin: One-Pot Synthesis of 3-Substituted Isocoumarins from 4-Hydroxycoumarins and Benzyne Precursors // Organic Letters. 2017. Vol. 19. No. 3. pp. 730-733.
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Neog K., Dutta D., Das B., Pranjal Gogoi P. K. Coumarin to Isocoumarin: One-Pot Synthesis of 3-Substituted Isocoumarins from 4-Hydroxycoumarins and Benzyne Precursors // Organic Letters. 2017. Vol. 19. No. 3. pp. 730-733.
Cite this
RIS
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TY - JOUR
DO - 10.1021/acs.orglett.7b00027
UR - https://doi.org/10.1021/acs.orglett.7b00027
TI - Coumarin to Isocoumarin: One-Pot Synthesis of 3-Substituted Isocoumarins from 4-Hydroxycoumarins and Benzyne Precursors
T2 - Organic Letters
AU - Neog, Kashmiri
AU - Dutta, Dhiraj
AU - Das, Babulal
AU - Pranjal Gogoi, Pranjal Kumar
PY - 2017
DA - 2017/01/17
PB - American Chemical Society (ACS)
SP - 730-733
IS - 3
VL - 19
PMID - 28094962
SN - 1523-7060
SN - 1523-7052
ER -
Cite this
BibTex (up to 50 authors)
Copy
@article{2017_Neog,
author = {Kashmiri Neog and Dhiraj Dutta and Babulal Das and Pranjal Kumar Pranjal Gogoi},
title = {Coumarin to Isocoumarin: One-Pot Synthesis of 3-Substituted Isocoumarins from 4-Hydroxycoumarins and Benzyne Precursors},
journal = {Organic Letters},
year = {2017},
volume = {19},
publisher = {American Chemical Society (ACS)},
month = {jan},
url = {https://doi.org/10.1021/acs.orglett.7b00027},
number = {3},
pages = {730--733},
doi = {10.1021/acs.orglett.7b00027}
}
Cite this
MLA
Copy
Neog, Kashmiri, et al. “Coumarin to Isocoumarin: One-Pot Synthesis of 3-Substituted Isocoumarins from 4-Hydroxycoumarins and Benzyne Precursors.” Organic Letters, vol. 19, no. 3, Jan. 2017, pp. 730-733. https://doi.org/10.1021/acs.orglett.7b00027.