Co(II)-Catalyzed Oxidation of N,N-Dimethylaminoethanol: An Efficient Synthesis of Unsymmetrical (2,4-) and Symmetrical (2,6-) Diarylpyridines through Annulation of Aromatic Ketones with a Nitrogen Source

被引：6
|
作者：
Qin, Zemin [1 ,2 ]
Zhang, Ruiqin [1 ]
Ma, Yongmin [1 ,2 ]
Li, Fanzhu [1 ]
机构：
[1] Zhejiang Chinese Med Univ, Sch Pharmaceut Sci, Hangzhou 310053, Peoples R China
[2] Taizhou Univ, Sch Pharmaceut & Chem Engn, Taizhou 318000, Peoples R China
来源：
ASIAN JOURNAL OF ORGANIC CHEMISTRY | 2021年 / 10卷 / 08期
关键词：
unsymmetrical synthesis; annulation; pyridine; methylenation; carbon donor; CATALYZED CYCLIZATION; FACILE SYNTHESIS; C-N; DIMETHYL-SULFOXIDE; AMINES SYNTHESIS; TERTIARY-AMINES; PYRIDINES; INDOLES; FUNCTIONALIZATION; DERIVATIVES;
D O I：
10.1002/ajoc.202100353
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
An efficient and facile synthesis of 2,4- and 2,6-diarylpyridines has been developed. It involves one-pot [2+2+1+1] pseudo four-component annulation of aromatic ketones, a nitrogen source and a carbon donor. N,N-Dimethylaminoethanol is oxidized in the presence of Co(II) to provide a carbon synthon. Two C-C and two C-N bonds are formed during the oxidative annulation process. The products are strictly controlled due to the steric hindrance: 2,4-diarylpyridines are afforded effectively with small ketones while 2,6-diaryl analogues predominate when bulky ketones are employed.
引用
收藏
页码：2246 / 2250
页数：5
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