Superacid-induced ring-opening reactions of fluorinated heterocycles
نویسندگان
چکیده
منابع مشابه
Reductive ring opening reactions of diphenyldihydrofullerenylpyrroles
The reductive ring opening reaction conditions for the simple [60]fullerenyldihydropyrrole 1 have been optimized to include acetic acid in the reaction mixture to rapidly protonate the anionic intermediate. Under these conditions, the ring opened dihydrofullerene 2 was obtained in 68% yield. Under slightly modified conditions and at −78 °C, the reductive bis-ring opening of the tethered trans-4...
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The stereoselective incorporation of fluorine atoms into N-heterocycles can lead to dramatic changes in the molecules' physical and chemical properties. These changes can be rationally exploited for the benefit of diverse fields such as medicinal chemistry and organocatalysis. This brief review will examine some of the effects that fluorine substitution can have in N-heterocycles, including cha...
متن کاملRing-opening reactions of 2-aryl-3,4-dihydropyrans with nucleophiles.
Ring-opening reactions of 2-aryl-3,4-dihydropyrans with nucleophiles were reported for the first time. A possible mechanism was also proposed. Finally, this method was used in the synthesis of a novel tetrahydrocarbazole derivative that possesses a biologically active skeleton.
متن کاملPreparation and ring-opening reactions of N-diphenylphosphinyl vinyl aziridines
Predominantly (E)-N-diphenylphosphinyl vinyl aziridines are prepared by a reaction of N-diphenylphosphinyl imines with α-bromoallyllithium in the presence of freshly fused ZnCl2. These aziridines undergo a ring-opening reaction with a variety of carbon and heteronucleophiles, in good yield, and generally with good regioselectivity.
متن کاملThe acid-mediated ring opening reactions of α-aryl-lactams.
4-Aryl-azetidin-2-ones (β-lactams) undergo ring opening with triflic acid to give cinnamamides which, in benzene, react further to give 3-aryl-3-phenyl-propionamides. Prolonged reaction times in benzene give 3,3-diphenyl-propionamide via an aryl/phenyl exchange. Lactams of ring size 7 and higher also ring open, but only 7- and 8-membered rings give pure diphenylalkylamides. AlCl(3) only ring op...
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ژورنال
عنوان ژورنال: Canadian Journal of Chemistry
سال: 1989
ISSN: 0008-4042,1480-3291
DOI: 10.1139/v89-265