Merger of Visible-Light Photoredox Catalysis and C-H Activation for the Room-Temperature C-2 Acylation of lndoles in Batch and Flow

被引：106

作者：

Sharma, Upendra K. ^{[1
]}

Gemoets, Hannes P. L. ^{[3
]}

Schroeder, Felix ^{[1
]}

Noel, Timothy ^{[3
]}

Van der Eycken, Erik V. ^{[1
,2
]}

机构：

[1] Univ Leuven KU Leuven, Dept Chem, LOMAC, Celestijnenlaan 200F, B-3001 Leuven, Belgium

[2] Peoples Friendship Univ Russia RUDN Univ, 6 Miklukho Maldaya St, Moscow 117198, Russia

[3] Eindhoven Univ Technol, Dept Chem Engn & Chem, Micro Flow Chem & Proc Technol, Den Dolech 2, NL-5612 AZ Eindhoven, Netherlands

来源：

ACS CATALYSIS | 2017年 / 7卷 / 06期

关键词：

C-H acylation; photocatalysis; dual catalysis; palladium catalysis; indoles; flow chemistry; SINGLE-ELECTRON TRANSMETALATION; PALLADIUM CATALYSIS; INDOLE ALKALOIDS; DUAL CATALYSIS; CHEMISTRY; ALDEHYDES; FUNCTIONALIZATION; C2-ACYLATION; KETONES; ACID;

D O I：

10.1021/acscatal.7b00840

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

A mild and versatile protocol for the C-H acylation of indoles via dual photoredox/transition-metal catalysis was established in batch and flow. The C-H bond functionalization occurred selectively at the C-2 position of N-pyrimidylindoles. This room-temperature protocol tolerated a wide range of functional groups and allowed for the synthesis of a diverse set of acylated indoles. Various aromatic as well as aliphatic aldehydes (both primary and secondary) reacted successfully. Interestingly, significant acceleration (20 to 2 h) and higher yields were obtained under micro flow conditions.

引用

页码：3818 / 3823

页数：6

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