Sulfoximine Assisted Pd(II)-Catalyzed Bromination and Chlorination of Primary β-C(sp3)-H Bond

被引：123

作者：

Rit, Raja K. ^{[1
]}

Yadav, M. Ramu ^{[1
]}

Ghosh, Koushik ^{[1
]}

Shankar, Majji ^{[1
]}

Sahoo, Akhila K. ^{[1
]}

机构：

[1] Univ Hyderabad, Sch Chem, Hyderabad 500046, Andhra Pradesh, India

来源：

ORGANIC LETTERS | 2014年 / 16卷 / 20期

关键词：

C-H BONDS; REDUCTIVE ELIMINATION; C(SP(3))-H BONDS; HALOGENATION; HALIDES; MILD; BETA; IODINATION; ACTIVATION; COMPLEXES;

D O I：

10.1021/ol502337b

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

S-Methyl-S-2-pyridyl-sulfoximine (MPyS) directed bromination and chlorination of the 1 degrees-beta-C(sp(3))-H bond of MPyS-N-amides is realized under the influence of N-Br/Cl-phthalimides and a Pd(II)-catalyst. The sequential halogenation and acetoxylation of alpha-dimethyl MPyS-N-amides constructs highly functionalized alpha-trisubstituted aliphatic acid derivatives. The MPyS directing group is cleaved from the halogenated products and recovered.

引用

页码：5258 / 5261

页数：4

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