Visible-Light-Induced Photoannulation of α-Naphthyl Cyclopropane Carboxylic Esters to Functionalized Dihydrophenalenes
Publication type: Journal Article
Publication date: 2021-12-21
scimago Q1
wos Q1
SJR: 1.235
CiteScore: 8.7
Impact factor: 5.0
ISSN: 15237060, 15237052
PubMed ID:
34932368
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Abstract
A general synthetic entry to functionalized dihydrophenalenes has been found using naphthyl-cyclopropane esters as starting materials. The desired annulation was possible with visible light, Ir(Fppy)3 as photocatalyst, BnNMe2 or DABCO as electron donor, HAT-catalyst, and proton source. A broad scope of substituted naphthyl and azanaphthyl derivatives provided the photoannulation products in high yield. Deuteration studies support a photoredox mechanism involving the photoreductive cyclopropane opening to an enolate radical followed by an aryl radical trapping.
Found
Nothing found, try to update filter.
Found
Nothing found, try to update filter.
Top-30
Journals
|
1
2
|
|
|
Journal of Organic Chemistry
2 publications, 33.33%
|
|
|
Journal of the American Chemical Society
1 publication, 16.67%
|
|
|
Organic Chemistry Frontiers
1 publication, 16.67%
|
|
|
International Journal of Hydrogen Energy
1 publication, 16.67%
|
|
|
Catalysts
1 publication, 16.67%
|
|
|
1
2
|
Publishers
|
1
2
3
|
|
|
American Chemical Society (ACS)
3 publications, 50%
|
|
|
Royal Society of Chemistry (RSC)
1 publication, 16.67%
|
|
|
Elsevier
1 publication, 16.67%
|
|
|
MDPI
1 publication, 16.67%
|
|
|
1
2
3
|
- We do not take into account publications without a DOI.
- Statistics recalculated weekly.
Are you a researcher?
Create a profile to get free access to personal recommendations for colleagues and new articles.
Metrics
6
Total citations:
6
Citations from 2025:
1
(16.67%)
Cite this
GOST |
RIS |
BibTex |
MLA
Cite this
GOST
Copy
Schmalz V., Koert U. Visible-Light-Induced Photoannulation of α-Naphthyl Cyclopropane Carboxylic Esters to Functionalized Dihydrophenalenes // Organic Letters. 2021. Vol. 24. No. 1. pp. 152-157.
GOST all authors (up to 50)
Copy
Schmalz V., Koert U. Visible-Light-Induced Photoannulation of α-Naphthyl Cyclopropane Carboxylic Esters to Functionalized Dihydrophenalenes // Organic Letters. 2021. Vol. 24. No. 1. pp. 152-157.
Cite this
RIS
Copy
TY - JOUR
DO - 10.1021/acs.orglett.1c03784
UR - https://doi.org/10.1021/acs.orglett.1c03784
TI - Visible-Light-Induced Photoannulation of α-Naphthyl Cyclopropane Carboxylic Esters to Functionalized Dihydrophenalenes
T2 - Organic Letters
AU - Schmalz, Veronika
AU - Koert, Ulrich
PY - 2021
DA - 2021/12/21
PB - American Chemical Society (ACS)
SP - 152-157
IS - 1
VL - 24
PMID - 34932368
SN - 1523-7060
SN - 1523-7052
ER -
Cite this
BibTex (up to 50 authors)
Copy
@article{2021_Schmalz,
author = {Veronika Schmalz and Ulrich Koert},
title = {Visible-Light-Induced Photoannulation of α-Naphthyl Cyclopropane Carboxylic Esters to Functionalized Dihydrophenalenes},
journal = {Organic Letters},
year = {2021},
volume = {24},
publisher = {American Chemical Society (ACS)},
month = {dec},
url = {https://doi.org/10.1021/acs.orglett.1c03784},
number = {1},
pages = {152--157},
doi = {10.1021/acs.orglett.1c03784}
}
Cite this
MLA
Copy
Schmalz, Veronika, and Ulrich Koert. “Visible-Light-Induced Photoannulation of α-Naphthyl Cyclopropane Carboxylic Esters to Functionalized Dihydrophenalenes.” Organic Letters, vol. 24, no. 1, Dec. 2021, pp. 152-157. https://doi.org/10.1021/acs.orglett.1c03784.