131974-58-8Relevant articles and documents
Direct Photoexcitation of Ethynylbenziodoxolones: An Alternative to Photocatalysis for Alkynylation Reactions**
Amos, Stephanie G. E.,Cavalli, Diana,Le Vaillant, Franck,Waser, Jerome
supporting information, p. 23827 - 23834 (2021/09/25)
Ethynylbenziodoxolones (EBXs) are commonly used as radical traps in photocatalytic alkynylations. Herein, we report that aryl-substituted EBX reagents can be directly activated by visible light irradiation. They act as both oxidants and radical traps, alleviating the need for a photocatalyst in several reported EBX-mediated processes, including decarboxylative and deboronative alkynylations, the oxyalkynylation of enamides and the C?H alkynylation of THF. Furthermore, the method could be applied to the synthesis of alkynylated quaternary centers from tertiary alcohols via stable oxalate salts and from tertiary amines via aryl imines. A photocatalytic process using 4CzIPN as an organic dye was also developed for the deoxyalkynylation of oxalates.
1-Halogen-1H-phosphirene aus Phosphaalkinen und Halogencarbenen
Wagner, Oliver,Ehle, Michael,Birkel, Manfred,Hoffmann, Juergen,Regitz, Manfred
, p. 1207 - 1213 (2007/10/02)
Organophosphorus Compounds, 48. - 1-Halogen-1H-phosphirenes from Phosphaalkynes and Chlorocarbenes Halogen-substituted carbenes (7a-i), generated by thermolysis of diazirines (11a-i), add onto phosphaalkynes (8a-c) to form the title compounds (10a-l).Initially formed 2H-phosphirenes (9) could not be detected as their subsequent conversion to the 1H-isomers 10 by a 1,3-halogen shift is very fast.Hydrolysis of 10c,e,g-i and k yields vinylphosphonous acids (17a-e). 1-Chloro-1H-phosphirenes are transformed by nucleophilic substitution into fluoro (10a,c,e --> 19a-c), bromo (10c,e --> 20a,b), and iodo analogs (10c,e --> 21a,b) with the help of silver tetrafluoroborate, trimethylsilyl bromide, and trimethylsilyl iodide, respectively.A crystal structure analysis of 10c is reported.