- A general method for the one-pot reductive functionalization of secondary amides
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A one-pot reaction for the transformation of common secondary amides into amines with C-C bond formation is described. This method consists of in situ amide activation with Tf2O-partial reduction-addition of C-nucleophiles. The method is general in scope, which allows employing both hard nucleophiles (RMgX, RLi) and soft nucleophiles, as well as enolates. With the use of soft nucleophiles, the reaction proceeded with high chemoselectivity at a secondary amide in the presence of ester, cyano, nitro, and tertiary amide groups.
- Huang, Pei-Qiang,Huang, Ying-Hong,Xiao, Kai-Jiong,Wang, Yu,Xia, Xiao-Er
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p. 2861 - 2868
(2015/03/18)
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- Direct transformation of secondary amides into secondary amines: Triflic anhydride activated reductive alkylation
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Versatile and mild: The first general method for the title transformation has been developed (see scheme; 2-F-Py=2-fluoropyridine; Tf=trifluorosulfonyl). The amines are synthesized in good yields and the ketimine intermediates can be isolated before the r
- Xiao, Kai-Jiong,Wang, Ai-E,Huang, Pei-Qiang
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supporting information; experimental part
p. 8314 - 8317
(2012/09/08)
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- The chemistry of alkylstrontium halide analogues: Barbier-type alkylation of imines with alkyl halides
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The chemistry of alkylstrontium halide analogues was examined. In the presence of metallic strontium, the Barbier-type alkylation of imines with alkyl iodides proceeded smoothly at room temperature under an argon atmosphere to afford the corresponding alk
- Miyoshi, Norikazu,Ikehara, Daitetsu,Kohno, Tadashi,Matsui, Aki,Wada, Makoto
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p. 760 - 761
(2007/10/03)
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- Triflamides: Elimination of the triflyl anion versus substitution of the trifluoromethide group
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Base-induced elimination of CF3SO2- and nucleophilic substitution of CF3- were observed in the reaction of secondary triflamides with alkyllithium reagents.
- Bozec-Ogor,Salou-Guiziou,Yaouanc,Handel
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p. 6063 - 6066
(2007/10/02)
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