Synthesis of 3-Arylthieno[2,3-b]-, -[2,3-c]- or -[3,2-c]pyridines Utilizing an Interrupted Pummerer Reaction

被引：12

作者：

Kobayashi, Kazuhiro ^{[1
]}

Suzuki, Teruhiko ^{[1
]}

Horiuchi, Mai ^{[1
]}

Shiroyama, Yasuhiko ^{[1
]}

Konishi, Hisatoshi ^{[1
]}

机构：

[1] Tottori Univ, Grad Sch Engn, Dept Chem & Biotechnol, Div Appl Chem, Tottori 6808552, Japan

来源：

SYNTHESIS-STUTTGART | 2011年 / 18期

关键词：

thieno[2,3-b]pyridines; thieno[2,3-c]pyridines; thieno[3,2-c]pyridines; interrupted Pummerer reaction; acetic anhydride; MICROWAVE-ASSISTED SYNTHESIS; DERIVATIVES; THIENOPYRIDINES; INHIBITION; DISCOVERY;

D O I：

10.1055/s-0030-1260152

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient procedure for the synthesis of three types of thienopyridines has been developed. Thus, 3-(1-arylethenyl)-2-(ethylsulfinyl)pyridines, 4-(1-arylethenyl)-3-(ethylsulfinyl)pyridines, and 3-(1-arylethenyl)-4-(ethylsulfinyl)pyridines, which can be easily prepared from the respective aryl chloropyridinyl ketones in a three-step sequence, undergo an interrupted Pummerer reaction on treatment with excess acetic anhydride at temperatures ranging from 100 to 130 degrees C to give 3-arylthieno[2,3-b] pyridines, 3-aryl-thieno[2,3-c]pyridines, and 3-arylthieno[3,2-c]pyridines, respectively.

引用

页码：2897 / 2906

页数：10

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