Ti(O-i-Pr)4/Me3SiCl/Mg-Mediated Reductive Cleavage of Sulfonamides and Sulfonates to Amines and Alcohols

Ti(O-i-Pr)4/Me3SiCl/Mg-Mediated Reductive Cleavage of Sulfonamides and Sulfonates to Amines and Alcohols
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DOI:
10.1021/ol200740r
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发表时间:
2011-05-20
期刊:
影响因子:
5.2
通讯作者:
Okamoto, Sentaro
Okamoto, Sentaro
中科院分区:
化学1区
文献类型:
--
作者:
Shohji, Noriaki;Kawaji, Tsuyoshi;Okamoto, Sentaro

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由Ti(O-i-Pr)(4)、Me3SiCl和Mg粉末在THF中原位生成的低价钛与芳基和烷基胺的芳基和烷基磺酰胺通过还原性N-S/S-O/S-C键裂解途径反应,生成相应的胺和由磺基部分衍生的碳氢化合物(和硫醇)。该试剂还能将磺酸盐裂解成相应的醇。
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.