108560-91-4Relevant academic research and scientific papers
Functionalized 1,2-Dioxetanes as Potential Phototherapeutic Agents: The Synthesis of Carboxylate, Carbonate, Carbamate, and Ether Derivatives of 3-(Hydroxymethyl)-3,4,4-trimethyl-1,2-dioxetane
Adam, Waldemar,Bhushan, Vydia,Fuchs, Rainer,Kirchgaessner, Uwe
, p. 3059 - 3062 (2007/10/02)
With gentle and efficient synthetic methods, 3-(hydroxymethyl)-3,4,4-trimethyl-1,2-dioxetane (1) can be transformed with appropriate electrophiles in moderate to good yields into functionalized derivatives of dioxetane 1.As electrophiles served carboxylic acids, chlorocarbonates, isocyanates, trialkyloxonium salts, and trialkylsilyl chlorides.With 1 these afford respectively dioxetanes with carboxylate, carbonate, carbamate, ether, and silyl ether functionalities.Nucleophilic activation of the hydroxymethyl substituent in the dioxetane 1 can be achieved under mild conditions by pyridine, 4-(dimethylamino)pyridine, potassium hydride, or butyllithium.Such functionalized dioxetanes serve as chemical sources of triplet excited carbonyl compounds which should find interesting utilization in photobiology and photomedicine, e.g. as potential phototherapeutic agents
Functionalized 1,2-Dioxetanes as Potential Photogenotoxic Agents: 1,2-Dioxetanes with Electrophilic Chemical Handles for the Functionalization with Protic Nucleophiles
Adam, Waldemar,Fuchs, Rainer,Kirchgaessner, Uwe
, p. 1565 - 1572 (2007/10/02)
The electrophilically substituted 3-- and 3-methyl>-3,4,4-trimethyl-1,2-dioxetanes 2 and 3, derived from 3-(hydroxymethyl)-3,4,4-trimethyl-1,2-dioxetane (1), are convenient substrates for the funct
