Highly efficient two-step selective synthesis of 2,6-dimethylnaphthalene

被引：10
|
作者：
Kim, Byung Hyun [1 ]
Lee, Jong Gil [1 ]
Yim, Taeeun [1 ]
Kim, Hyo-Jin [1 ]
Lee, Hyun Yeong [1 ]
Kim, Young Gyu [1 ]
机构：
[1] Seoul Natl Univ, Sch Chem & Biol Engn, Seoul 151744, South Korea
来源：
TETRAHEDRON LETTERS | 2006年 / 47卷 / 44期
关键词：
2,6-dimethylnaphthalene; Heck reaction; aromatic electrophilic; cyclodehydration; in situ oxidation;
D O I：
10.1016/j.tetlet.2006.08.102
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
2,6-Dimethylnaphthalene (2,6-DMN), a key raw material for poly(ethylene naphthalate) (PEN), was selectively synthesized via a two-step process in an overall 66% yield from commercially available 4-bromotoluene and 3-methyl-3-buten-1-ol. The ligand-free Heck reaction of the starting materials produced gamma-(p-tolyl)-substituted aldehyde that was cyclized with an acid to give 2,6-DMN after in situ oxidation. No other isomers of 2,6-DMN were found. (c) 2006 Elsevier Ltd. All rights reserved.
引用
收藏
页码：7727 / 7730
页数：4
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