Synthesis of Oxazolines from Amides via Palladium-Catalyzed Functionalization of Unactivated C(sp3)-H Bond

被引:23
作者
Li, Bo [1 ]
Wang, Si-Qing [1 ]
Liu, Bin [1 ]
Shi, Bing-Feng [1 ]
机构
[1] Zhejiang Univ, Dept Chem, Hangzhou 310027, Peoples R China
关键词
C-H BONDS; C(SP(2))-H BONDS; DIRECTING GROUP; O-ARYLPHENOLS; BETA-LACTAMS; ACTIVATION; CYCLIZATION; ARYLATION; ACIDS; ACYLOXYLATION;
D O I
10.1021/acs.orglett.5b00151
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A complementary method that enables the expeditious synthesis of oxazolines from amides via Pd-catalyzed C(sp(3))-H functionalization has been described. Preliminary studies indicate that the reaction might go through a chlorination/nucleophilic cyclization sequence, and the high efficiency of this sequence is enhanced by the in situ cyclative capture of the chlorinated intermediate. The resulting oxazolines can be further converted into the corresponding beta-amino alcohols without chromatography.
引用
收藏
页码:1200 / 1203
页数:4
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