Facile and highly efficient method for the C-alkylation of 2-hydroxy-1,4-naphthoquinone to nitroalkenes under catalyst-free 'on water' conditions

被引：23

作者：

Barange, Deepak Kumar ^{[1
]}

Kavala, Veerababurao ^{[1
]}

Raju, B. Rama ^{[1
]}

Kuo, Chun-Wei ^{[1
]}

Tseng, Chi ^{[1
]}

Tu, Yu-Chen ^{[1
]}

Yao, Ching-Fa ^{[1
]}

机构：

[1] Natl Taiwan Normal Univ, Dept Chem, Taipei 116, Taiwan

来源：

TETRAHEDRON LETTERS | 2009年 / 50卷 / 36期

关键词：

ORGANIC-REACTIONS; MICHAEL ADDITION; NAPHTHOQUINONES; DERIVATIVES; REACTIVITY; 1,4-NAPHTHOQUINONES; TABEBUIA; LAPACHOL; INDOLES; MEDIA;

D O I：

10.1016/j.tetlet.2009.06.107

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

C-Alkylation of 2-hydroxy-1,4-naphthoquinone to various nitroolefins was achieved under catalyst-free employing 'on water' conditions. The mechanism for the formation can be explained oil the basis of dual activation of nitroalkene and 2-hydroxy-1,4-naphthoquinones via hydrogen bonding. Simple reaction conditions, high yields of the products, and environmentally benign medium are attractive features of this method. (C) 2009 Elsevier Ltd. All rights reserved.

引用

页码：5116 / 5119

页数：4

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