Metal-Free N-Annulation of 3-Formylchromones with α-Amino Ketones for the Construction of Diverse N-Functionalized Pyrroles

被引：6

作者：

Shrestha, Rajeev ^{[1
]}

Khanal, Hari Datta ^{[1
]}

Yang, Won-Guen ^{[2
]}

Kim, Sung Hong ^{[2
]}

Shim, Jae-Jin ^{[1
]}

Lee, Yong Rok ^{[1
]}

机构：

[1] Yeungnam Univ, Sch Chem Engn, Gyongsan 38541, South Korea

[2] Korea Basic Sci Inst, Anal Res Div, Daegu Ctr, Daegu 41566, South Korea

来源：

ASIAN JOURNAL OF ORGANIC CHEMISTRY | 2020年 / 9卷 / 07期

基金：

新加坡国家研究基金会;

关键词：

Annulation; base-promoted reaction; nitrogen heterocycles; pyrroles; sulfonamides; SUBSTITUTED PYRROLES; IN-VITRO; ENANTIOSELECTIVE SYNTHESIS; DERIVATIVES; CYCLOADDITION; ATORVASTATIN; ANTICANCER; HYDRAZONES; EFFICIENT; ALKALOIDS;

D O I：

10.1002/ajoc.202000151

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A novel and efficient one-pot approach for the synthesis of diverse and polyfunctionalized pyrroles by the mild organic base-promoted N-annulation of 3-formylchromones with N-(2-oxo-2-arylethyl)sulfonamides, N-(2-oxo-2-phenylethyl)methanesulfonamide, or 1-phenyl-2-(phenylamino)ethan-1-ones is described. The reaction proceeds via cascade Knoevenagel condensation/intramolecular Michael addition/ring opening. This protocol provides rapid access to biologically interesting polysubstituted pyrroles bearing N-arylsulfonyl/N-methylsulfonyl/N-aryl moieties or a free N-H group.

引用

页码：1070 / 1075

页数：6

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