Tosylazide as N1-Synthon: Iron-Catalyzed Nitrogenative Dimerization of Indoles to p-Bisindolopyrazine Derivatives
Jianan Li
1
,
Jian‐An Li
1
,
Xiaohan Sun
1
,
Evgenia Dmitrieva
2
,
Noel Israel
2
,
Fupeng Wu
3, 4
,
Lin Yang
3
,
Renxiang Liu
3
,
Xinliang Feng
3, 4
,
Bernd Plietker
1
Publication type: Journal Article
Publication date: 2024-01-31
scimago Q1
wos Q1
SJR: 1.235
CiteScore: 8.7
Impact factor: 5.0
ISSN: 15237060, 15237052
PubMed ID:
38294841
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Abstract
We present a straightforward one-step process to access a range of novel p-diindolepyrazines via an unprecedented [n-Bu4N][Fe(CO)3(NO)] (TBA[Fe])-catalyzed intermolecular nitrogenative dimerization of various indole derivatives. Remarkably, tosylazide functions as a N1-synthon forming the central pyrazine unit that joins the two indole subunits. The catalytic transformation shows a good substrate scope, and the obtained products show interesting electronic properties.
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Li J. et al. Tosylazide as N1-Synthon: Iron-Catalyzed Nitrogenative Dimerization of Indoles to p-Bisindolopyrazine Derivatives // Organic Letters. 2024. Vol. 26. No. 5. pp. 1046-1050.
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Li J., Li J., Sun X., Dmitrieva E., Israel N., Wu F., Yang L., Liu R., Feng X., Plietker B. Tosylazide as N1-Synthon: Iron-Catalyzed Nitrogenative Dimerization of Indoles to p-Bisindolopyrazine Derivatives // Organic Letters. 2024. Vol. 26. No. 5. pp. 1046-1050.
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TY - JOUR
DO - 10.1021/acs.orglett.3c04209
UR - https://pubs.acs.org/doi/10.1021/acs.orglett.3c04209
TI - Tosylazide as N1-Synthon: Iron-Catalyzed Nitrogenative Dimerization of Indoles to p-Bisindolopyrazine Derivatives
T2 - Organic Letters
AU - Li, Jianan
AU - Li, Jian‐An
AU - Sun, Xiaohan
AU - Dmitrieva, Evgenia
AU - Israel, Noel
AU - Wu, Fupeng
AU - Yang, Lin
AU - Liu, Renxiang
AU - Feng, Xinliang
AU - Plietker, Bernd
PY - 2024
DA - 2024/01/31
PB - American Chemical Society (ACS)
SP - 1046-1050
IS - 5
VL - 26
PMID - 38294841
SN - 1523-7060
SN - 1523-7052
ER -
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BibTex (up to 50 authors)
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@article{2024_Li,
author = {Jianan Li and Jian‐An Li and Xiaohan Sun and Evgenia Dmitrieva and Noel Israel and Fupeng Wu and Lin Yang and Renxiang Liu and Xinliang Feng and Bernd Plietker},
title = {Tosylazide as N1-Synthon: Iron-Catalyzed Nitrogenative Dimerization of Indoles to p-Bisindolopyrazine Derivatives},
journal = {Organic Letters},
year = {2024},
volume = {26},
publisher = {American Chemical Society (ACS)},
month = {jan},
url = {https://pubs.acs.org/doi/10.1021/acs.orglett.3c04209},
number = {5},
pages = {1046--1050},
doi = {10.1021/acs.orglett.3c04209}
}
Cite this
MLA
Copy
Li, Jianan, et al. “Tosylazide as N1-Synthon: Iron-Catalyzed Nitrogenative Dimerization of Indoles to p-Bisindolopyrazine Derivatives.” Organic Letters, vol. 26, no. 5, Jan. 2024, pp. 1046-1050. https://pubs.acs.org/doi/10.1021/acs.orglett.3c04209.
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