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2,4-Bis(fluorocarbon)-substituted phenols for high yield Newman-Kwart rearrangement reactions
Authors:Alexander Mondragón  Ignacio Regla
Institution:a Instituto de Química, Universidad Nacional Autónoma de México, Circuito Exterior, Ciudad Universitaria, México D. F. 04510, Mexico
b Facultad de Estudios Superiores, Zaragoza, Universidad Nacional Autónoma de México, Batalla del 5 de mayo esq. Fuerte de Loreto, Ejército de Oriente, México D. F. 09230, Mexico
Abstract:The Newman-Kwart thermal rearrangement of two 2,4-disubstituted O-arylthiocarbamates, prepared from the corresponding phenols, is reported. Clean conversion to the S-arylthiocarbamates in high yields was observed. The rearrangement appears to be facilitated by the presence of electron-withdrawing substituents in the 2- and 4-positions of the aromatic ring.
Keywords:Thiophenols  Thiocarbamates  Newman-Kwart rearrangement  X-ray structures
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