Details
| Original language | English |
|---|---|
| Pages (from-to) | 13924-13933 |
| Number of pages | 10 |
| Journal | Journal of Organic Chemistry |
| Volume | 86 |
| Issue number | 20 |
| Early online date | 26 Apr 2021 |
| Publication status | Published - 15 Oct 2021 |
Abstract
Starting from small cyclic ketones, continuous flow synthesis is used to produce medium-sized rings and macrocycles that are relevant for the fragrance industry. Triperoxides are important intermediates in this process and are pyrolyzed at temperatures above 250 °C. The synthesis is carried out in two continuously operated flow reactors connected by a membrane-operated separator. The practicality of flow chemistry is impressively demonstrated in this work by the use of hazardous reagent mixtures (30% H2O2, 65% HNO3) and the pyrolysis of no less problematic peroxides. All new macrocycles were tested for their olfactory properties in relation to musk.
ASJC Scopus subject areas
- Chemistry(all)
- Organic Chemistry
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In: Journal of Organic Chemistry, Vol. 86, No. 20, 15.10.2021, p. 13924-13933.
Research output: Contribution to journal › Article › Research › peer review
}
TY - JOUR
T1 - Flow Chemistry under Extreme Conditions
T2 - Synthesis of Macrocycles with Musklike Olfactoric Properties
AU - Seemann, Alexandra
AU - Panten, Johannes
AU - Kirschning, Andreas
PY - 2021/10/15
Y1 - 2021/10/15
N2 - Starting from small cyclic ketones, continuous flow synthesis is used to produce medium-sized rings and macrocycles that are relevant for the fragrance industry. Triperoxides are important intermediates in this process and are pyrolyzed at temperatures above 250 °C. The synthesis is carried out in two continuously operated flow reactors connected by a membrane-operated separator. The practicality of flow chemistry is impressively demonstrated in this work by the use of hazardous reagent mixtures (30% H2O2, 65% HNO3) and the pyrolysis of no less problematic peroxides. All new macrocycles were tested for their olfactory properties in relation to musk.
AB - Starting from small cyclic ketones, continuous flow synthesis is used to produce medium-sized rings and macrocycles that are relevant for the fragrance industry. Triperoxides are important intermediates in this process and are pyrolyzed at temperatures above 250 °C. The synthesis is carried out in two continuously operated flow reactors connected by a membrane-operated separator. The practicality of flow chemistry is impressively demonstrated in this work by the use of hazardous reagent mixtures (30% H2O2, 65% HNO3) and the pyrolysis of no less problematic peroxides. All new macrocycles were tested for their olfactory properties in relation to musk.
UR - http://www.scopus.com/inward/record.url?scp=85106475564&partnerID=8YFLogxK
U2 - 10.1021/acs.joc.1c00663
DO - 10.1021/acs.joc.1c00663
M3 - Article
AN - SCOPUS:85106475564
VL - 86
SP - 13924
EP - 13933
JO - Journal of Organic Chemistry
JF - Journal of Organic Chemistry
SN - 0022-3263
IS - 20
ER -