92252-50-1Relevant academic research and scientific papers
Hg(OAc)2·0.1Sc(OTf)3-catalyzed cycloisomerization of 2-(4-pentynyl)furan
Yamamoto, Hirofumi,Sasaki, Ikuo,Imagawa, Hiroshi,Nishizawa, Mugio
, p. 1399 - 1402 (2007)
Figure presented Although the Hg(OTf)2·3TMU-catalyzed Friedel-Crafts-type reaction of 3-(4-pentynyl)furan afforded the exo cyclization product, the reaction of 2-(4-pentynyl)furan furnished a very low yield. We found a 10:1 mixed reagent of Hg(
Production of α - olefin having a furan ring (by machine translation)
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Paragraph 0038, (2018/09/11)
[Problem] to provide, relatively inexpensive material having a high versatility from the furan ring in high yield production of novel α - olefin. [Solution] (2) Production of olefins having formula represented by α - furan ring, (1) the formula represente
Structure-Odor Correlations in Homologous Series of Mercapto Furans and Mercapto Thiophenes Synthesized by Changing the Structural Motifs of the Key Coffee Odorant Furan-2-ylmethanethiol
Schoenauer, Sebastian,Schieberle, Peter
, p. 4189 - 4199 (2018/05/01)
Furan-2-ylmethanethiol (2-furfurylthiol; 2-FFT, 1) is long-known as a key odorant in roast and ground coffee and was also previously identified in a wide range of thermally treated foods such as meat, bread, and roasted sesame seeds. Its unique coffee-like odor quality elicited at very low concentrations, and the fact that only a very few compounds showing a similar structure have previously been described in foods make 1 a suitable candidate for structure-odor activity studies. To gain insight into the structural features needed to evoke a coffee-like odor at low concentrations, 46 heterocyclic mercaptans and thio ethers were synthesized, 32 of them for the first time, and their odor qualities and odor thresholds were determined. A movement of the mercapto group to the 3-position kept the coffee-like aroma but led to an increase in odor threshold. A separation of the thiol group from the furan ring by an elongation of the carbon side chain caused a loss of the coffee-like odor and also led to an increase in odor thresholds, especially for ω-(furan-2-yl)alkane-1-thiols with six or seven carbon atoms in the side chain. A displacement of the furan ring by a thiophene ring had no significant influence on the odor properties of most of the compounds studied, but the newly synthesized longer-chain 1-(furan-2-yl)- and 1-(thiophene-2-yl)alkane-1-thiols elicited interesting passion fruit-like scents. In total, only 4 out of the 46 compounds also showed a coffee-like odor quality like 1, but none showed a lower odor threshold. Besides the odor attributes, also retention indices, mass spectra, and NMR data of the synthesized compounds were elaborated, which are helpful in possible future identification of these compounds in trace levels in foods or other materials.
Preparation of thermocleavable conjugates based on ansamitocin and superparamagnetic nanostructured particles by a chemobiosynthetic approach
Mancuso, Lena,Knobloch, Tobias,Buchholz, Jessica,Hartwig, Jan,M?ller, Lena,Seidel, Katja,Collisi, Wera,Sasse, Florenz,Kirschning, Andreas
supporting information, p. 17541 - 17551 (2015/02/19)
A combination of mutasynthesis, precursor-directed biosynthesis and semisynthesis provides access to new ansamitocin derivatives including new nanostructured particle-drug conjugates. These conjugates are based on the toxin ansamitocin and superparamagnetic iron oxide-silica core shell particles. New ansamitocin derivatives that are functionalized either with alkynylor azido groups in the ester side chain at C-3 are attached to nanostructured iron oxide core-silica shell particles. Upon exposure to an oscillating electromagnetic field these conjugates heat up and the ansamitocin derivatives are released by a retro-Diels-Alder reaction. For example, one ansamitocin derivative exerts strong antiproliferative activity against various cancer cell lines in the lower nanomolar range while the corresponding nanostructured particle-drug conjugate is not toxic. Therefore, these new conjugates can serve as dormant toxins that can be employed simultaneously in hyperthermia and chemotherapy when external inductive heating is applied.
The furan approach to thiacyclic compounds. Stereoselective synthesis of 2,3-disubstituted tetrahydrothiopyrans
Boullosa, Seila,Gándara, Zoila,Pérez, Manuel,Gómez, Generosa,Fall, Yagamare
, p. 4040 - 4042 (2008/09/20)
We describe an efficient new approach to the synthesis of thiacyclic compounds that extends the methodology we previously developed for oxacycles: oxidation of a furan ring with singlet oxygen, followed by intramolecular hetero Michael addition. The new a
The furan approach to azacyclic compounds
García, Isela,Pérez, Manuel,Gándara, Zoila,Gómez, Generosa,Fall, Yagamare
, p. 3609 - 3612 (2008/09/21)
We describe an efficient new approach to the synthesis of azacyclic compounds that extends our recently developed methodology based on the oxidation of a furan ring with singlet oxygen followed by an intramolecular hetero Michael addition. The new approac
