Ti(O-i-Pr)4/Me3SiCl/Mg-Mediated Reductive Cleavage of Sulfonamides and Sulfonates to Amines and Alcohols
N Shohji, T Kawaji, S Okamoto - Organic Letters, 2011 - ACS Publications
N Shohji, T Kawaji, S Okamoto
Organic Letters, 2011•ACS PublicationsA low-valent titanium generated in situ from Ti (Oi-Pr) 4, Me3SiCl, and Mg powder in THF
reacted with aryl-and alkyl-sulfonamides of aryl and alkyl amines in a reductive N–S/S–O/S–
C bond cleaving pathway to provide the corresponding amines and hydrocarbons (and
thiols) derived from the sulfonyl moiety. The reagent could also cleave sulfonates to the
corresponding alcohols.
reacted with aryl-and alkyl-sulfonamides of aryl and alkyl amines in a reductive N–S/S–O/S–
C bond cleaving pathway to provide the corresponding amines and hydrocarbons (and
thiols) derived from the sulfonyl moiety. The reagent could also cleave sulfonates to the
corresponding alcohols.
A low-valent titanium generated in situ from Ti(O-i-Pr)4, Me3SiCl, and Mg powder in THF reacted with aryl- and alkyl-sulfonamides of aryl and alkyl amines in a reductive N–S/S–O/S–C bond cleaving pathway to provide the corresponding amines and hydrocarbons (and thiols) derived from the sulfonyl moiety. The reagent could also cleave sulfonates to the corresponding alcohols.
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