Continuous Flow for the Photochemical Synthesis of 3-Substituted Quinolines

被引：0

作者：

Molnar, Mark ^{[1
]}

Fodi, Tamas ^{[1
]}

Tatai, Janos ^{[1
]}

Kun, Vilibald ^{[1
,2
]}

Balazs, Barbara ^{[1
]}

Gati, Tamas ^{[1
]}

Dargo, Gergo ^{[1
]}

Nyerges, Miklos ^{[1
]}

机构：

[1] Servier Res Inst Med Chem, H-1031 Budapest, Hungary

[2] Ceva Phylaxia Oltoanyagtermelo Zrt, Szallas U 5, H-1107 Budapest, Hungary

来源：

ORGANIC PROCESS RESEARCH & DEVELOPMENT | 2025年 / 29卷 / 05期

关键词：

flow chemistry; radical cyclization; photochemistry; <italic>N</italic>-bromosuccinimide; 5-bromoquinoline; BAYLIS-HILLMAN REACTION; NICKEL-CATALYZED CYANATION; N-BROMOSUCCINIMIDE; DERIVATIVES; CYCLIZATION; ALDEHYDES; HALIDES; AZIDES; ACIDS;

D O I：

10.1021/acs.oprd.4c00534

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

3-Cyano-quinolines are valuable building blocks in medicinal chemistry; however, their limited synthetic accessibility constrains their use. A new continuous-flow strategy was developed to safely obtain 3-cyanoquinolines from 2-(azidomethyl)-3-(aryl)prop-2-enenitriles within minutes. The versatility of our method was demonstrated by using a set of aromatic aldehydes as a starting material leading to previously unexplored quinolines with satisfactory yields.

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页码：1237 / 1247

页数：11

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