Solvent-free synthesis of naphthopyrans under ball-milling conditions

被引：87

作者：

Dong, Ya-Wei ^{[1
,2
]}

Wang, Guan-Wu ^{[1
,2
]}

Wang, Lei ^{[3
]}

机构：

[1] Univ Sci & Technol China, Hefei Natl Lab Phys Sci Microscale, Joint Lab Green Synthet Chem, Hefei 230026, Anhui, Peoples R China

[2] Univ Sci & Technol China, Dept Chem, Hefei 230026, Anhui, Peoples R China

[3] Huaibei Coal Teachers Coll, Dept Chem, Huaibei 235000, Anhui, Peoples R China

来源：

TETRAHEDRON | 2008年 / 64卷 / 44期

基金：

中国国家自然科学基金;

关键词：

Solvent-free; Ball-milling; Propargylic alcohol; Naphthopyran;

D O I：

10.1016/j.tet.2008.08.047

中图分类号：

O62 [有机化学];

学科分类号：

070303 [有机化学]; 081704 [应用化学];

摘要：

Under solvent-free ball-milling conditions, the nucleophilic addition reactions of terminal alkynes to carbonyl compounds promoted by KOH proceeded efficiently at ambient temperature. Subsequent cyclization reactions of the synthesized propargylic alcohols with 2-naphthol catalyzed by indium trichloride tetrahydrate, leading to the formation of naphthopyrans, were then investigated. In most cases, side reactions were avoided and thus high yields were achieved. (c) 2008 Elsevier Ltd. All rights reserved.

引用

收藏

页码：10148 / 10154

页数：7

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