Photocatalyzed synthesis of isochromanones and isobenzofuranones under batch and flow conditions

被引：9

作者：

Anselmo, Manuel ^{[1
]}

Moni, Lisa ^{[1
]}

Ismail, Hossny ^{[1
]}

Comoretto, Davide ^{[1
]}

Riva, Renata ^{[1
]}

Basso, Andrea ^{[1
]}

机构：

[1] Univ Genoa, Dipartimento Chim & Chim Ind, Via Dodecaneso 31, Genoa, Italy

来源：

BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY | 2017年 / 13卷

关键词：

flow chemistry; heterocycles; multicomponent reactions; photocatalysis; photo-Meerwein arylation-addition;

D O I：

10.3762/bjoc.13.143

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Photocatalyzed reactions of 2-(alkoxycarbonyl) benzenediazonium tetrafluoroborates with various alkenes afforded isochromanones in good yields, according to a mechanism that was investigated. The advantage of using highly soluble esters rather than carboxylic acids as starting compounds became evident when the reactions were performed under flow conditions. On the other hand, when 2- vinylbenzoic acid derivatives were employed as reagents, isobenzofuranones were obtained together with unprecedented benzo[e][1,3] oxazepin-1(5H)-ones, with the latter derived from incorporation of the solvent (acetonitrile).

引用

页码：1456 / 1462

页数：7

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