Michael addition of malononitrile to indenones: Synthesis and characterization of 2-(1-oxo-2,3-dihydro-1H-inden-2-yl)(aryl)(methyl)malononitrile derivatives

被引：3

作者：

Sahin, Betuel ^{[1
]}

Gurdere, Meliha Burcu ^{[1
]}

Ceylan, Mustafa ^{[1
]}

机构：

[1] Gaziosmanpasa Univ, Fac Arts & Sci, Dept Chem, TR-60250 Tokat, Turkey

来源：

SYNTHETIC COMMUNICATIONS | 2017年 / 47卷 / 11期

关键词：

Indenones; malononitrile; Michael addition; phase-transfer catalyst; REGIOSELECTIVE SYNTHESIS; FACILE; 3-COMPONENT; CHEMISTRY; CATALYST;

D O I：

10.1080/00397911.2017.1312450

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Indanones 3 were prepared from the reaction of indanone (1) with corresponding benzaldehyde derivatives 2, as described in the literature. Then, indenones 3 were subjected to KOtBu-catalyzed Michael addition with malononitrile to give a mixture of diastereomers 5 with a low conversion and no diastereoselection. Utilization of phase-transfer catalyst such as benzyltriethylammonium chloride or N-benzylcinchonidinium chloride had a positive effect on both conversion and diastereoselection. The structure of diastereomers 5 was determined by spectroscopic methods (NMR, IR).

引用

页码：1090 / 1095

页数：6

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