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1892年Meyer将邻碘笨甲酸用发烟硝酸氧化得到邻亚碘酰苯甲酸(Ⅰ),这个化合物具有很弱的酸性,Meyer认为处于相邻位置的碱性亚碘酰基团可能和羧基互相作用形成一种环状结构(Ⅱ),二者成为互变异构体,因而使羧酸的酸性减弱。次年,Meyer将化合物(Ⅱ)与乙酸酐共热得到其乙酰衍生物(Ⅲ),证实了化合物(Ⅱ)的结构。这是制得的第一个(钅典)杂环化合物。随着杂环类化合物化学的发展,(钅典)杂环化合物也逐渐引起人们的注意。1913年Mascarelli首次合成了二苯并五员(钅典)杂环化合物,并对二苯并(钅典)杂环化合物的合成方法进行了一些尝试工作,为早期(钅典)杂环化合物的研究奠定了基础。1937年Masson报告碘酸、五氧化二碘或五氧化二碘和碘在浓硫酸中形成黄色的硫酸亚碘
In 1892, Meyer oxidized o-stannous acid with fuming nitric acid to form o-iodobenzoic acid (I). This compound has a very weak acidity. Meyer believes that the basic iodosyl groups in adjacent positions may interact with carboxyl groups Form a cyclic structure (II), both of which become tautomers, thereby weakening the acidity of the carboxylic acid. The following year, Meyer obtained the acetyl derivative (III) by co-heating compound (II) with acetic anhydride, confirming the structure of compound (II). This is the first (钅 典) heterocyclic compound obtained. With the development of heterocyclic compounds chemistry, (钅 典) heterocyclic compounds have also gradually attracted people’s attention. In 1913, Mascarelli first synthesized dibenzo-5-membered heterocyclic compounds and made some attempts to synthesize dibenzo-substituted heterocyclic compounds as early Research laid the foundation. Masson reported in 1937 that iodic acid, iodine pentoxide or iodine pentoxide and iodine formed a yellow iodine sulphate in concentrated sulfuric acid