Making the Least Reactive Electrophile the First in Class: Domino Electrophilic Activation of Amides

被引:172
|
作者
Kaiser, Daniel [1 ]
Maulide, Nuno [1 ]
机构
[1] Univ Vienna, Inst Organ Chem, Fac Chem, Wahringer Str 38, A-1090 Vienna, Austria
来源
JOURNAL OF ORGANIC CHEMISTRY | 2016年 / 81卷 / 11期
关键词
KETENIMINIUM SALTS; SECONDARY AMIDES; TERTIARY AMIDES; ORGANOMETALLIC REAGENTS; REDUCTIVE ALKYLATION; PYRIDINE-DERIVATIVES; TRIFLIC ANHYDRIDE; MILD CONDITIONS; GENERAL-METHOD; SULFOXIDES;
D O I
10.1021/acs.joc.6b00675
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The electrophilic activation of amides, especially by the action of trifluoromethanesulfonic (triflic) anhydride, enables the formation of highly electrophilic and reactive intermediates, lending themselves to diverse reaction pathways. This synopsis sets out to highlight recent advances in the field of amide activation, focused on the use of triflic anhydride, and the myriad of transformations that can ensue upon addition of several classes of electrophiles to the intermittently generated high energy intermediates.
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页码:4421 / 4428
页数:9
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