Details
| Original language | English |
|---|---|
| Pages (from-to) | 273-278 |
| Number of pages | 6 |
| Journal | Organic and Biomolecular Chemistry |
| Volume | 19 |
| Issue number | 1 |
| Publication status | Published - 13 Oct 2020 |
Abstract
The smooth oxidative radical decarboxylation of carboxylic acids with TEMPO and other derivatives as radical scavengers is reported. The key to success was the use of a two-phase solvent system to avoid otherwise predominant side reactions such as the oxidation of TEMPO by persulfate and enabled the selective formation of synthetically useful alkoxyamines. The method does not require transition metals and was successfully used in a new synthetic approach for the antidepressant indatraline.
ASJC Scopus subject areas
- Biochemistry, Genetics and Molecular Biology(all)
- Biochemistry
- Chemistry(all)
- Physical and Theoretical Chemistry
- Chemistry(all)
- Organic Chemistry
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In: Organic and Biomolecular Chemistry, Vol. 19, No. 1, 13.10.2020, p. 273-278.
Research output: Contribution to journal › Article › Research › peer review
}
TY - JOUR
T1 - Metal free decarboxylative aminoxylation of carboxylic acids using a biphasic solvent system
AU - Schulz, Göran
AU - Kirschning, Andreas
N1 - Funding Information: This work was funded in part by the BMBF (project: SILVIR, grant no. 16GW0202). We thank Judith Synofzik (Leibniz University Hannover) and Kjeld Gerdes (Leibniz University Hannover) for performing some of the experiments.
PY - 2020/10/13
Y1 - 2020/10/13
N2 - The smooth oxidative radical decarboxylation of carboxylic acids with TEMPO and other derivatives as radical scavengers is reported. The key to success was the use of a two-phase solvent system to avoid otherwise predominant side reactions such as the oxidation of TEMPO by persulfate and enabled the selective formation of synthetically useful alkoxyamines. The method does not require transition metals and was successfully used in a new synthetic approach for the antidepressant indatraline.
AB - The smooth oxidative radical decarboxylation of carboxylic acids with TEMPO and other derivatives as radical scavengers is reported. The key to success was the use of a two-phase solvent system to avoid otherwise predominant side reactions such as the oxidation of TEMPO by persulfate and enabled the selective formation of synthetically useful alkoxyamines. The method does not require transition metals and was successfully used in a new synthetic approach for the antidepressant indatraline.
UR - http://www.scopus.com/inward/record.url?scp=85099168892&partnerID=8YFLogxK
U2 - 10.1039/d0ob01773f
DO - 10.1039/d0ob01773f
M3 - Article
C2 - 33191421
AN - SCOPUS:85099168892
VL - 19
SP - 273
EP - 278
JO - Organic and Biomolecular Chemistry
JF - Organic and Biomolecular Chemistry
SN - 1477-0520
IS - 1
ER -