120040-56-4Relevant academic research and scientific papers
Electrochemistry Broadens the Scope of Flavin Photocatalysis: Photoelectrocatalytic Oxidation of Unactivated Alcohols
Zhang, Wen,Carpenter, Keith L.,Lin, Song
supporting information, p. 409 - 417 (2019/11/25)
Riboflavin-derived photocatalysts have been extensively studied in the context of alcohol oxidation. However, to date, the scope of this catalytic methodology has been limited to benzyl alcohols. In this work, mechanistic understanding of flavin-catalyzed oxidation reactions, in either the absence or presence of thiourea as a cocatalyst, was obtained. The mechanistic insights enabled development of an electrochemically driven photochemical oxidation of primary and secondary aliphatic alcohols using a pair of flavin and dialkylthiourea catalysts. Electrochemistry makes it possible to avoid using O2 and an oxidant and generating H2O2 as a byproduct, both of which oxidatively degrade thiourea under the reaction conditions. This modification unlocks a new mechanistic pathway in which the oxidation of unactivated alcohols is achieved by thiyl radical mediated hydrogen-atom abstraction.
Synthesis of α-Cyano and α-Sulfonyl Cyclic Ethers via Intramolecular Reactions of Peroxides with Sulfone- And Nitrile-Stabilized Carbanions
Horn, Alissa,Dussault, Patrick H.
, p. 14611 - 14626 (2019/11/13)
The intramolecular reaction of carbon nucleophiles with oxygen-centered electrophiles has been little explored outside of nucleophilic epoxidation. We now report the synthesis of sulfonyl- and cyano-substituted oxacycles via intramolecular reaction of sul
Intramolecular cyclization reactions of carbonyl derivatives of hydroxysulfones
Jin, Chunyang,Jacobs, Hollie K.,Cervantes-Lee, Francisco,Gopalan, Aravamudan S.
, p. 3737 - 3746 (2007/10/03)
The γ and δ-hydroxysulfone tert-butyl ester derivatives 2a-e are easily prepared from the corresponding hydroxysulfones by phase-transfer alkylation reactions. The sulfonyl carbanions of 2a-e are readily generated upon treatment with LHMDS in THF at -78°C
A FACILE SYNTHESIS OF SPIROKETALS
Brimble, Margaret A.,Officer, David L.,Williams Geoffrey M.
, p. 3609 - 3612 (2007/10/02)
A convenient synthetic approach to spiroketals based on the addition of α-sulfonylcarbanions to lactones is described.
