22536-46-5Relevant academic research and scientific papers
An umpolung oxa-[2,3] sigmatropic rearrangement employing arynes for the synthesis of functionalized enol ethers
Gaykar, Rahul N.,George, Malini,Guin, Avishek,Bhattacharjee, Subrata,Biju, Akkattu T.
, p. 3447 - 3452 (2021/05/04)
An oxa-[2,3] sigmatropic rearrangement involving arynes is reported featuring the umpolung of ketones, where the C=O bond polarity is reversed. The in situ-generated sulfur ylides from β-keto thioethers and arynes undergo efficient rearrangement allowing the facile and robust synthesis of functionalized enol ethers in high yields and excellent functional group compatibility. Preliminary mechanistic studies rule out the possibility of Pummerer-type rearrangement operating in this case.
Photolithographic Encoding of Metal Complexes
Lang, Christiane,Bestgen, Sebastian,Welle, Alexander,Müller, Rouven,Roesky, Peter W.,Barner-Kowollik, Christopher
supporting information, p. 14728 - 14731 (2015/10/19)
A platform technology for the creation of spatially resolved surfaces encoded with a monolayer consisting of different metal complexes was developed. The concept entails the light-triggered activation of a self- assembled monolayer (SAM) of UV-labile anchors, that is, phenacylsulfides, and the subsequent cycloaddition of selected diene-functionalized metal complexes at defined areas on the surface. The synthesis and characterization of the metal complexes for the UV-light assisted anchoring on the surface and a detailed study of a short-chain oligomer model system in solution confirm the high efficiency of the photoreaction. The hybrid materials obtained by this concept can potentially be utilized for the design of highly valuable catalytic or (opto-)electronic devices.
Sequential reduction and dehydration of phenacyl-(E)-styryl sulfones to unsymmetrical (E,E)-bis(styryl) sulfones
Mallireddigari, Muralidhar Reddy,Pallela, Venkat R.,Reddy, E. Premkumar,Reddy, M. V. Ramana
, p. 3639 - 3643 (2007/10/03)
β-Keto vinylic sulfones, the key building blocks for the synthesis of the title compounds, were prepared by two different routes. NaBH4 reduction of these compounds afforded β-hydroxy vinylic sulfones which were dehydrated with acetic anhydride
Tetrahydro-1,4-thiazine-1,1-dioxides: Part IV - Synthesis and conformational analysis of some 2,3,5-trisubstituted tetrahydro-1,4-thiazine-1,1-dioxides
Reddy, D. Bhaskar,Reddy, M. Muralidhar,Subbaraju, Gottumukkala V.
, p. 816 - 822 (2007/10/03)
A series of new 2-aroyl-3,5-diaryltetrahydro-1,4-thiazine-1,1-dioxides (2) has been synthesized either from phenacylsulfonylacetic acids (1) or phenacylstyrylsulfones (3), which in turn are obtained from the substituted acetophenones or styrenes, respecti
Phenacylthio/sulfonyl acetates as synthons: Synthesis and conformational aspects of some 1,4-thiomorpholines Part III
Reddy, D. Bhaskar,Reddy, M. Muralidhar,Reddy, P. V. Ramana
, p. 1018 - 1023 (2007/10/02)
The synthons, phenacylthio/sulfonyl acetates (III and IV) for the synthesis of title compounds VI, VII and VIII have been obtained by two different methods starting from phenacylbromide (I) and thioglycollic acid or from I and thioglycollates.The cyclocon
Internal Thioaldehyde Trapping by Enes and Dienes
Vedejs, E.,Eberlein, T. H.,Wilde, R. G.
, p. 2220 - 2226 (2007/10/02)
Intermolecular ene insertion of photochemically generated thioaldehyde MeO2CCH=S with β-pinene occurs at room temperature to give the sulfide 2c.The internal ene insertion of thioaldehyde 6 affords a six-membered carbocycle 9 rather than the seven-membered sulfide 10 which would correspond to the regiochemistry of the intermolecular process (eq 5, 6).Likewise, internal Diels-Alder trapping occurs without a dominant role for the regiochemical preferences seen in intermolecular reactions.Desulfurization of typical internal adducts such as 25,26 or 29,30 affords 31 and33,34, respectively.
