A General and Practical Approach for the Synthesis of 1,2,4‐Trioxanes Catalyzed by Silica‐Ferric Chloride

Abstract

An efficient andp ractical method has been developed for the facile synthesiso f1 ,2,4-trioxanes by the condensation of b-hydroperoxy alcohols and carbonylcompoundsinthe presence of acatalytic amount of silica-supported ferric chloride (FeCl 3 / SiO 2 )a tr oom temperature.T he method has the benefits of operational simplicity, high yieldsa nd potential large-scale application. Moreover, the catalyst can be readily recovered by simple filtration and reused up to five times while almost maintaining its catalytic activity.

Catalyst Development for the Synthesis of Ozonides and Tetraoxanes Under Heterogeneous Conditions: Disclosure of an Unprecedented Class of Fungicides for Agricultural Application

“…On the contrary, under heterogeneous conditions on the surface of the catalyst, peroxides, including hydrogen peroxide, tend to decompose . There are only few syntheses of peroxides under heterogeneous conditions proposed for more than a century: heminal bis‐hydroperoxides, β‐hydroxy‐hydroperoxides, 1,2,4‐trioxanes, peroxides from β‐dicarbonyl compounds, and β,δ′‐triketones …”

“…On the contrary,u nder heterogeneous conditions on the surfaceo ft he catalyst, peroxides, including hydrogen peroxide, tend to decompose. [20] There are only few syntheses of peroxidesu nder heterogeneous conditions proposed for more than ac entury: heminalb ishydroperoxides, [14q,n, 21] b-hydroxy-hydroperoxides, [22] 1,2,4-trioxanes, [23] peroxides from b-dicarbonyl compounds, [24] and b,d'triketones. [13b] This work discloses am ethodology for the selectivep eroxidation of 1,3-and 1,5-diketones under heterogeneous conditions.…”

Catalyst Free Synthesis of Bis(Indolyl)Methanes and 3,3‐Bis(Indolyl)oxindoles in Aqueous Ethyl Lactate

“…As part of our ongoing interest in development of environmentally friendly synthetic methodologies, herein, we disclose a green and efficient synthetic strategy for preparation of a wide variety of bis(indolyl)methanes and 3,3‐bis(indolyl)oxindoles via the condensation of indoles with aldehydes or isatins in water‐ethyl lactate under ultrasound irradiation (USI).…”

Spiroverknüpfte und ringanellierte 1,2,4‐Trioxepan‐, 1,2,4‐Trioxocan‐ und 1,2,4‐Trioxonan‐Cyclohexadienone: cyclische Peroxide mit ungewöhnlicher Ringkonformationsdynamik

“…Motiviert durch die Ringstruktur des hçchst instabilen TATP versuchten wir uns auch an der Synthese von neungliedrigen Peroxiden, den 1,2,4-Trioxonanen:D as C 4 -verknüpfte Phenol 10 [24] wurde mit Caroat in einer Ausbeute von 79 %indas Hydroperoxid 11 umgewandelt. Die Eisenchloridkatalysierte [25] Peroxyacetalisierung mit drei Ketonen lieferte die 1,2,4-Trioxocane 12 a-12 c in moderaten Ausbeuten (Schema 4). Bei diesen Produkten wurden zum ersten Mal keine anisochronen NMR-Effekte mehr festgestellt;z .B.…”