24653-75-6Relevant articles and documents
Synthesis of 5-Membered Sulfur Heterocycles via Tin-Catalyzed Annulation of Mercapto Ketones with Activated Alkenes
Suzuki, Itaru,Sakamoto, Yuki,Seo, Yuta,Ninomaru, Yoriko,Tokuda, Kodai,Shibata, Ikuya
, p. 2759 - 2769 (2020/01/31)
Efficient conversion of α-mercapto ketones 1 with activated alkenes 2 into S-heterocycles was developed with Sn(Oct)2-2MeOH acting as a catalyst. Two types of products, dihydrothiophene 3 and thiolane 4, were obtained. The selectivity of the products was dependent on the reaction temperature and on the rearrangement of the S-heterocycles from 3 to 4 under heating conditions. The dihydrothiophenes 3 were transformed into useful thiolactones 6-8 and thiophene 9.
Chemodivergent Preparation of Various Heterocycles via Phase-Transfer Catalysis: Enantioselective Synthesis of Functionalized Piperidines
Bernardi, Luca,Bertuzzi, Giulio,Fochi, Mariafrancesca,Mazzanti, Andrea,Moimare, Pierluigi,Pecorari, Daniel,Silvestrini, Filippo
supporting information, (2020/02/11)
In this work, a new chemodivergent domino approach for the preparation of various saturated heterocycles, based on phase-transfer catalysis (PTC), is presented. The versatile nature of doubly electrophilic substrates, showing both a Michael acceptor and a ketone, tethered by a heteroatom, enables three different domino reaction pathways. The nucleophile dictates the chemoselectivity of the reaction. Sulfa-Michael/aldol, cyanide addition/oxa-Michael and Michael/H-shift/aldol processes, along with the variation of the tethering heteroatom, results in the formation of six different classes of saturated heterocycles. DFT calculations account for the observed chemo- and diastereoselectivity of the two most productive processes. Moreover, an extensive investigation on the sulfa-Michael/aldol pathway was carried out, ultimately leading to the development of a new enantioselective domino approach to multi-substituted piperidines based on PTC. (Figure presented.).
USE OF THIAZOLE COMPOUND IN FLAVOR APPLICATIONS
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, (2012/10/08)
The present invention has discovered that 2-ethyl-4-methyl-2,5-dihydro-thiazole possesses unexpected and advantageous flavor properties.