volume 21 issue 5 pages 1273-1277

Multicomponent Synthesis of Isoindolinones by RhIII Relay Catalysis: Synthesis of Pagoclone and Pazinaclone from Benzaldehyde

Publication typeJournal Article
Publication date2019-02-12
scimago Q1
wos Q1
SJR1.235
CiteScore8.7
Impact factor5.0
ISSN15237060, 15237052
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Abstract
A practical one-pot isoindolinone synthesis enabled by RhIII catalysis was developed. The advantage of this protocol is that it does not require pre-preparation of amide substrates, because RhIII participates in two reactions independently. This mild, operationally multicomponent process transforms a wide variety of commercially available aldehydes into the corresponding γ-lactams in good yields, thereby demonstrating that N-pyridin-2-yl benzamide is an effective directing group. Notably, the anxiolytic drugs pagoclone and pazinaclone can be directly prepared by this methodology.
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GOST |
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GOST Copy
Zhang Y. et al. Multicomponent Synthesis of Isoindolinones by RhIII Relay Catalysis: Synthesis of Pagoclone and Pazinaclone from Benzaldehyde // Organic Letters. 2019. Vol. 21. No. 5. pp. 1273-1277.
GOST all authors (up to 50) Copy
Zhang Y., Zhu H., Huang Y., Hu Q., He Yu., Wen Y., Zhu G. Multicomponent Synthesis of Isoindolinones by RhIII Relay Catalysis: Synthesis of Pagoclone and Pazinaclone from Benzaldehyde // Organic Letters. 2019. Vol. 21. No. 5. pp. 1273-1277.
RIS |
Cite this
RIS Copy
TY - JOUR
DO - 10.1021/acs.orglett.8b04026
UR - https://doi.org/10.1021/acs.orglett.8b04026
TI - Multicomponent Synthesis of Isoindolinones by RhIII Relay Catalysis: Synthesis of Pagoclone and Pazinaclone from Benzaldehyde
T2 - Organic Letters
AU - Zhang, Yan
AU - Zhu, Haiqian
AU - Huang, Yuting
AU - Hu, Qi
AU - He, Yu
AU - Wen, Yihang
AU - Zhu, Gangguo
PY - 2019
DA - 2019/02/12
PB - American Chemical Society (ACS)
SP - 1273-1277
IS - 5
VL - 21
PMID - 30747539
SN - 1523-7060
SN - 1523-7052
ER -
BibTex |
Cite this
BibTex (up to 50 authors) Copy
@article{2019_Zhang,
author = {Yan Zhang and Haiqian Zhu and Yuting Huang and Qi Hu and Yu He and Yihang Wen and Gangguo Zhu},
title = {Multicomponent Synthesis of Isoindolinones by RhIII Relay Catalysis: Synthesis of Pagoclone and Pazinaclone from Benzaldehyde},
journal = {Organic Letters},
year = {2019},
volume = {21},
publisher = {American Chemical Society (ACS)},
month = {feb},
url = {https://doi.org/10.1021/acs.orglett.8b04026},
number = {5},
pages = {1273--1277},
doi = {10.1021/acs.orglett.8b04026}
}
MLA
Cite this
MLA Copy
Zhang, Yan, et al. “Multicomponent Synthesis of Isoindolinones by RhIII Relay Catalysis: Synthesis of Pagoclone and Pazinaclone from Benzaldehyde.” Organic Letters, vol. 21, no. 5, Feb. 2019, pp. 1273-1277. https://doi.org/10.1021/acs.orglett.8b04026.