Multiple Halogenation of Aliphatic C-H Bonds within the Hofmann-Loffler Manifold

被引：19

作者：

Del Castillo, Estefania ^{[1
]}

Martinez, Mario D. ^{[1
]}

Bosnidou, Alexandra E. ^{[1
]}

Duhamel, Thomas ^{[1
,2
]}

O'Broin, Calvin Q. ^{[1
]}

Zhang, Hongwei ^{[1
]}

Escudero-Adan, Eduardo C. ^{[1
]}

Martinez-Belmonte, Marta ^{[1
]}

Muniz, Kilian ^{[1
,3
]}

机构：

[1] Barcelona Inst Sci & Technol, Inst Chem Res Catalonia ICIQ, Ave Paisos Catalans 16, Tarragona 43007, Spain

[2] Univ Oviedo, Fac Quim, E-33006 Oviedo, Spain

[3] Catalan Inst Res & Adv Studies ICREA, Pg Lluis Co 23, Barcelona 08010, Spain

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2018年 / 24卷 / 65期

关键词：

bromine; C-H functionalization; Hofmann-Loffler reaction; iodine; polyhalogenation; AMINATION; IODINE; BROMINATION; IODINATION; FUNCTIONALIZATION; DICHLORINATION; CHEMISTRY; CATALYSIS; RADICALS; IODIDES;

D O I：

10.1002/chem.201804504

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

An innovative approach to position-selective polyhalogenation of aliphatic hydrocarbon bonds is presented. The reaction proceeded within the Hofmann-Loffler manifold with amidyl radicals as the sole mediators to induce selective 1,5- and 1,6-hydrogen-atom transfer followed by halogenation. Multiple halogenation events of up to four innate C-H bond functionalizations were accomplished. The broad applicability of this new entry into polyhalogenation and the resulting synthetic possibilities were demonstrated for a total of 27 different examples including mixed halogenations.

引用

页码：17225 / 17229

页数：5

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