Cyclopalladation of 2-[(Dimethylamino)methyl]-Substituted Naphtalenes : 1- vs 3-Palladation. Crystal Structures of [Hydrotris(pyrazoly)borato][2-[(dimethylamino)methyl]-3-naphthyl]palladium and trans-[4,4-Dimethyl-2-(2-naphthyl)oxazoline]palladium Dichloride
Cyclopalladation of 2-[(Dimethylamino)methyl]-Substituted Naphtalenes : 1- vs 3-Palladation. Crystal Structures of [Hydrotris(pyrazoly)borato][2-[(dimethylamino)methyl]-3-naphthyl]palladium and trans-[4,4-Dimethyl-2-(2-naphthyl)oxazoline]palladium Dichloride
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2-[(二甲氨基)甲基]-取代萘的环钯化：1- 与 3-钯化。
DOI：
10.1021/om00018a026
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发表时间：
1994
期刊：
影响因子：
--
通讯作者：
J. Boersma
中科院分区：
文献类型：
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作者：
G. Koten;J. Valk;F. Maassarani;P. Sluis;A. Spek;J. Boersma
取代萘的氧化是一个重要的过程，因为一些氧化产物在制药方面具有重要的应用价值。例如，2-甲基-1，4-萘醌（甲萘醌）是合成维生素K的起始材料。然而，像大多数氧化反应一样，2-甲基萘转化成甲萘醌存在几个缺点。在工业生产中，在浓硫酸和醋酸的强酸性混合溶液中，用铬（VI）氧化2-甲基萘。该氧化体系的高反应性导致低选择性。除甲萘醌（< 70%）外，还生成大量的副产物，即区域异构体6-甲基-1，4-萘醌，以及2-萘甲醛、邻苯二甲酸、4-甲基邻苯二甲酸和相应的邻苯二甲酸酐。此外，该方法需要大量过量的铬，从而
The oxidation of substituted naphthalenes is an im-portant process, because some of the oxidation products are of interest for pharmaceutical applications. For example, 2-methyl-l, 4-naphthoquinone (menadione) is the starting material for the synthesis of vitamin K. However, like most oxidation reactions, the conversion of 2-methylnaphthalene into menadione suffers from several disadvantages. In the industrial process, 2-methylnaphtha-lene is oxidized bychromium (VI) in a strongly acidic mixture of concentrated sulfuric acid and acetic acid. The high reactivity of this oxidizing system results in a low selectivity. Apart from menadione (< 70%), a large number of byproducts are formed, ie the regio-isomer 6-methyl-1, 4-naphthoquinone, as well as 2-naphthalde-hyde, phthalic acid, 4-methylphthalic acid, and the corresponding phthalic acid anhydrides. 1 Moreover, the process requires a large excess of chromium, thereby