- Photocatalytic Oxidative Bromination of Electron-Rich Arenes and Heteroarenes by Anthraquinone
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The estimated excited oxidation potential of sodium anthraquinone-2-sulfonate (SAS) increases from 1.8 V to about 2.3 V vs SCE by protonation with Br?nsted acids. This increased photooxidation power of protonated anthraquinone was used for the regio-selective oxidative bromination of electron rich (hetero)arenes and drugs in good yield. The mild reaction conditions are compatible with many functional groups, such as double and triple bonds, ketones, amides and amines, hydroxyl groups, carboxylic acids and carbamates. Mechanistic investigations indicate the photooxidation of the arene followed by nucleophilic bromide addition as the likely pathway. (Figure presented.).
- Petzold, Daniel,K?nig, Burkhard
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supporting information
p. 626 - 630
(2017/11/22)
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- A mild method for regioselective labeling of aromatics with radioactive iodine
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A novel technique to label ortho-, meta-, and para-trimethylsilyl- substituted aryl substituents with radioactive iodide is described. The method takes advantage of the ipso-directing and activating properties of trimethylsilyl substituents on the arenes.
- Ronnest, Mads H.,Nissen, Felix,Pedersen, Palle J.,Larsen, Thomas O.,Mier, Walter,Clausen, Mads H.
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supporting information
p. 3970 - 3973
(2013/07/19)
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