Dibenzofuran. XVIII. Isomeric Metalation Products of Some Phenols and their Methyl Ethers1

Dibenzofuran. XVIII. Isomeric Metalation Products of Some Phenols and their Methyl Ethers1
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二苯并呋喃。

DOI:
10.1021/ja01860a069
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发表时间:
1940
影响因子:
15
通讯作者:
R. Meals
R. Meals
中科院分区:
化学1区
文献类型:
--
作者:
H. Gilman;H. B. Willis;T. H. Cook;F. J. Webb;R. Meals

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邻位金属化反应不仅是醚类化合物的反应,也是相应酚类化合物的反应。[2]然而,在异构体金属化产物可能存在的情况下,二苯并呋喃的酚类似乎形成的异构体数量少于相应的甲基醚。例如,2-甲氧基二苯并呋喃8的金属化发生在1-和3-位,而2-羟基二苯并呋喃的金属化显然只涉及1-位,
Metalation in an ortho position is a general reaction not only of ethers but also of the cor-responding phenols. 2 However, where isomeric metalation products are possible, the phenols of dibenzofuran appear to form a lesser number of isomers than do the corresponding methyl ethers. For example, metalation of 2-methoxydibenzo-furan8 takes place in the 1-and the 3-positions, whereas metalation of 2-hydroxydibenzofuran apparently involves the 1-position exclusively, for