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首页> 外文期刊>RSC Advances >A direct approach for the expedient synthesis of unsymmetrical ethers by employing bromodimethylsulfonium bromide (BDMS) mediated C-S bond cleavage of naphthalene-2-ol sulfides
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A direct approach for the expedient synthesis of unsymmetrical ethers by employing bromodimethylsulfonium bromide (BDMS) mediated C-S bond cleavage of naphthalene-2-ol sulfides

机译：通过使用溴二甲基溴化（（BDMS）介导的萘-2-酚硫化物的C-S键裂解来简便合成不对称醚的直接方法

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摘要

The unsymmetrical ether derivatives 1-(alkoxy(aryl) methyl) naphthalen-2-ols (3a-q) were synthesized from 1-(aryl(alkyl/arylthio) methyl)-naphthalene-2-ol derivatives (1) and alcohols (2) by cleavage of C-S bond using bromodimethylsulfonium bromide (BDMS) at room temperature. Moreover, 1-(hydroxy(aryl) methyl) naphthalen-2-ol derivatives (7a-d) were also synthesized from the corresponding sulfide derivatives (1) on reaction with water using one equivalent BDMS. The direct synthesis of 3a was also achieved from beta-napthol 5 by tuning the reaction conditions with overall one-pot two-steps sequence. Interestingly, the desired products 3a are not accessible directly from 2-naphthol, aromatic aldehyde and alcohol in the presence of BDMS at room temperature. Some of the salient features of this protocol are mild reaction conditions, good yields, operational simplicity and with a wide substrate scope.
机译：非对称醚衍生物1-（烷氧基（芳基）甲基）萘-2-醇（3a-q）由1-（芳基（烷基/芳硫基）甲基）萘-2-醇衍生物（1）和醇（ 2）在室温下使用溴二甲基溴化ulf（BDMS）切割CS键。此外，还使用一种当量的BDMS在与水反应时由相应的硫化物衍生物（1）合成了1-（羟基（芳基）甲基）萘-2-醇衍生物（7a-d）。通过以整体一锅两步顺序调节反应条件，也可以从β-萘酚5中直接合成3a。有趣的是，在室温下在BDMS存在下不能从2-萘酚，芳族醛和醇直接获得所需产物3a。该方案的一些显着特征是反应条件温和，收率好，操作简便且底物范围广。

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