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

页码：7727 / 7730

页数：4

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