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Facile Preparation of 3,4-Benzocoumarins from 2-Arylbenzoic Acids with NCS and Na
Heterocycles ( IF 0.6 ) Pub Date : 2020-07-06 , DOI: 10.3987/com-20-14292
Hideo Togo , Momoko Nakamura

Treatment of 2-arylbenzoic acids with N-chlorosuccinimide (NCS) and NaI at 70 °C under fluorescent lighting condition gave the corresponding 3,4-benzocoumarins in good yields under transition-metal-free condition. It was found that the reactivity of NCS with NaI for the formation of 3,4-benzocoumarins from 2-arylbenzoic acids was as high as that with NIS. Thus, the formation of carboxyl radicals and their cyclization onto an aromatic ring from 2-arylbenzoic acids with much less expensive NCS and NaI, than NIS could be successfully carried out to form 3,4-benzocoumarins.

中文翻译:

用NCS和Na从2-芳基苯甲酸轻松制备3,4-苯并香豆素

在荧光灯照明条件下,在70°C下N-氯代琥珀酰亚胺(NCS)和NaI处理2-芳基苯甲酸,可在无过渡金属的条件下以高收率得到相应的3,4-苯并香豆素。发现NCS与NaI从2-芳基苯甲酸形成3,4-苯并香豆素的反应性与NIS一样高。因此,可以成功地进行羧基自由基的形成并将它们从2-芳基苯甲酸环化到芳环上,该环芳烃比NIS便宜得多,而NCS和NaI比NIS便宜得多,从而可以形成3,4-苯并香豆素。
更新日期:2020-07-06
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