- A simple base-mediated halogenation of acidic sp2 C-H bonds under noncryogenic conditions
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(Chemical Equation Presented) A new method has been developed for in situ halogenation of acidic sp2 carbon-hydrogen bonds in heterocycles and electron-deficient arenes. Either selective monohalogenation or one-step exhaustive polyhalogenation is possible for substrates possessing several C-H bonds that are flanked by electron-withdrawing groups. For the most acidic arenes, such as pentafluorobenzene, K3PO4 base can be employed instead of BuLi for metalation/halogenation sequences.
- Do, Hien-Quang,Daugulis, Olafs
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supporting information; experimental part
p. 421 - 423
(2009/07/04)
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- In situ generation and trapping of aryllithium and arylpotassium species by halogen, sulfur, and carbon electrophiles
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(Chemical Equation Presented) A general method has been developed for in situ trapping of arylmetal intermediates by halogen, sulfur, ketone, and aldehyde electrophiles affording the functionalization of the most acidic position in arene. Pentafluorobenzene, benzothiazole, and benzoxazole can be functionalized by using K3PO4 base. For less acidic arenes, tBuOLi base is required. Arenes with DMSO pKa values of 35 or less are reactive. 2009 American Chemical Society.
- Popov, Ilya,Do, Hien-Quang,Daugulis, Olafs
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supporting information; experimental part
p. 8309 - 8313
(2010/01/16)
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- SPECTROMETRIE DE MASSE DE TRIAZOLIDES ET DE LEURS PRODUITS DE TRANSFORMATION PAR PYROLYSE-ECLAIR SOUS VIDE
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Besides the formation of acylium ions, the molecular ions of 1-acyl-1,2,4-triazoles substituted (R) at position 3 lose competitively ketene and carbon monoxide after electron impact ionization, but the ketene loss dominates largely if R is a strong electr
- Maquestiau, Andre,Abdelouahab, Fouad Bachir Ben,Flammang, Robert
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