Organic Letters, volume 21, issue 17, pages 6624-6627
NaOH-Promoted Chemoselective Cascade Cyclization of Cyclopropyl Esters with Unsaturated Imines: Access to Bioactive Cyclopenta[c]pyridine Derivatives
Dingwu Pan
1
,
Chengli Mou
2
,
Ningning Zan
1
,
Ya Lv
1
,
Baoan Song
1
,
Yonggui Robin Chi
1, 3
,
Zhichao Jin
1
Publication type: Journal Article
Publication date: 2019-08-14
Journal:
Organic Letters
Q1
Q1
SJR: 1.245
CiteScore: 9.3
Impact factor: 4.9
ISSN: 15237060, 15237052
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Abstract
A chemoselective cascade cycloaddition reaction is developed for green and efficient access to cyclopenta[c]pyridine derivatives. Simple and inexpensive NaOH is used as the sole catalyst for this process. The δ-carbon of cyclopropyl ester is activated as a nucleophilic carbon to initiate highly chemoselective cascade reactions. Cyclopenta[c]pyridines bearing various substituents are afforded in excellent yields. Preliminary studies on the bioactivities of the afforded products show promising antibacterial activities for potential applications in plant protections.
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Pan D. et al. NaOH-Promoted Chemoselective Cascade Cyclization of Cyclopropyl Esters with Unsaturated Imines: Access to Bioactive Cyclopenta[c]pyridine Derivatives // Organic Letters. 2019. Vol. 21. No. 17. pp. 6624-6627.
GOST all authors (up to 50)
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Pan D., Mou C., Zan N., Lv Ya., Song B., Chi Y. R., Jin Z. NaOH-Promoted Chemoselective Cascade Cyclization of Cyclopropyl Esters with Unsaturated Imines: Access to Bioactive Cyclopenta[c]pyridine Derivatives // Organic Letters. 2019. Vol. 21. No. 17. pp. 6624-6627.
Cite this
RIS
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TY - JOUR
DO - 10.1021/acs.orglett.9b02088
UR - https://doi.org/10.1021/acs.orglett.9b02088
TI - NaOH-Promoted Chemoselective Cascade Cyclization of Cyclopropyl Esters with Unsaturated Imines: Access to Bioactive Cyclopenta[c]pyridine Derivatives
T2 - Organic Letters
AU - Pan, Dingwu
AU - Mou, Chengli
AU - Zan, Ningning
AU - Lv, Ya
AU - Song, Baoan
AU - Chi, Yonggui Robin
AU - Jin, Zhichao
PY - 2019
DA - 2019/08/14
PB - American Chemical Society (ACS)
SP - 6624-6627
IS - 17
VL - 21
SN - 1523-7060
SN - 1523-7052
ER -
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@article{2019_Pan,
author = {Dingwu Pan and Chengli Mou and Ningning Zan and Ya Lv and Baoan Song and Yonggui Robin Chi and Zhichao Jin},
title = {NaOH-Promoted Chemoselective Cascade Cyclization of Cyclopropyl Esters with Unsaturated Imines: Access to Bioactive Cyclopenta[c]pyridine Derivatives},
journal = {Organic Letters},
year = {2019},
volume = {21},
publisher = {American Chemical Society (ACS)},
month = {aug},
url = {https://doi.org/10.1021/acs.orglett.9b02088},
number = {17},
pages = {6624--6627},
doi = {10.1021/acs.orglett.9b02088}
}
Cite this
MLA
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Pan, Dingwu, et al. “NaOH-Promoted Chemoselective Cascade Cyclization of Cyclopropyl Esters with Unsaturated Imines: Access to Bioactive Cyclopenta[c]pyridine Derivatives.” Organic Letters, vol. 21, no. 17, Aug. 2019, pp. 6624-6627. https://doi.org/10.1021/acs.orglett.9b02088.