N-lodosuccinimide-Promoted Hofmann-Loffler Reactions of Sulfonimides under Visible Light

被引:100
作者
O'Broin, Calvin Q. [1 ]
Fernandez, Patricia [1 ]
Martinez, Claudio [1 ]
Muniz, Kilian [1 ,2 ]
机构
[1] Barcelona Inst Sci & Technol, Inst Chem Res Catalonia ICIQ, Ave Paisos Catalans 16, Tarragona 43007, Spain
[2] Catalan Inst Res & Adv Studies ICREA, Pg Lluis Companys 23, Barcelona 08010, Spain
关键词
C-H AMINATION; METAL-FREE CONDITIONS; INTERMOLECULAR ALLYLIC AMINATION; POLYVALENT IODINE COMPOUNDS; INTRAMOLECULAR FUNCTIONALIZATION; 1,4-EPIMINE COMPOUNDS; ORGANIC-SYNTHESIS; C(SP(3))-H; CHEMISTRY; OXIDATION;
D O I
10.1021/acs.orglett.5b03476
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Conditions for an attractive and productive protocol for the position-selective intramolecular C-H amination of aliphatic groups (Hofmann-Loftier reaction) are reported employing sulfonimides as nitrogen sources. N-Iodosuccinimide is the only required promoter for this transformation, which is conveniently initiated by visible light. The overall transformation provides pyrrolidines under mild and selective conditions as demonstrated for 17 different substrates.
引用
收藏
页码:436 / 439
页数:4
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