Br?nsted Acid-Promoted Intermolecular Dearomative Photocycloaddition of Bicyclic Azaarenes with Olefins under Aerobic Conditions

被引：17

作者：

Bhakat, Manotosh ^{[1
]}

Khatua, Bitasik ^{[1
]}

Biswas, Promita ^{[1
]}

Guin, Joyram ^{[1
]}

机构：

[1] Indian Assoc Cultivat Sci, Sch Chem Sci, Kolkata 700032, India

来源：

ORGANIC LETTERS | 2023年 / 25卷 / 17期

关键词：

D O I：

10.1021/acs.orglett.3c00917

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Herein, we present a simplified reaction protocol for the dearomatization of bicyclic azaarenes via photochemical cycloaddition with alkenes using an Ir(III) photosensitizer, trifluoroacetic acid (TFA), dichloroethane, and a blue light-emitting diode. An efficient protonation of azaarenes with TFA enhances the reactivity of triplet azaarene toward olefins, enabling the photocycloaddition under aerobic conditions. The protocol applies to a broad range of substrates. Control experiments indicate a strong correlation between the degree of protonation of azaarene and the product yield.

引用

页码：3089 / 3093

页数：5

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