Visible-Light-Induced Tandem Cyclization of 1,7-Enynes to Access Phenanthridin-6(5H)-Ones Using a Polydimethylsiloxane (PDMS) Based Microreactor

被引：0

作者：

Ravi, Dharavath ^{[1
,2
]}

Prasad, Vadla Shiva ^{[1
,2
]}

Rao, Vadithya Ranga ^{[1
,2
]}

Krishna, Silari Mohana ^{[1
,2
]}

Kumar, Chelukalapally Anil ^{[1
]}

Saha, Biswajit ^{[3
]}

Adiyala, Praveen Reddy ^{[1
,2
]}

机构：

[1] CSIR Indian Inst Chem Technol CSIR IICT, Dept Organ Synth & Proc Chem, Hyderabad 500007, India

[2] Acad Sci & Innovat Res AcSIR, Ghaziabad 201002, India

[3] CSIR Indian Inst Chem Technol CSIR IICT, Dept Appl Biol, Hyderabad 500007, India

来源：

CHEMPHOTOCHEM | 2025年

关键词：

1,7-enynes; diaryliodonium triflates; organo photoredox; cascade radical annulation and polydimethylsilox-ane (PDMS) microreactor; TRANSITION-METAL; DIARYLIODONIUM SALTS; PHENANTHRIDINONES; CYCLOISOMERIZATION; N-ENYNES; ANNULATION; ANALOGS; ACID; BOND;

D O I：

10.1002/cptc.202400332

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：

We report an organophotoredox-catalyzed visible-light-induced tandem cyclization of 1,7-enynes with diaryliodoniumtriflates has been established leading to Phenanthridin-6(5H)-one derivatives under metal-free conditions. This transformation is initiated by visible light induced aryl radical formation from diaryliodoniumtriflates, followed by its regioseletive addition to the acrylate moiety of 1,7-enynes then undergoes intramolecular 6-exo-dig cascade radical annulation and which is terminated by single electron oxidation along with proton abstraction. This effective, sustainable and metal-free protocol exhibits a broad substrate scope and excellent tolerability towards various functional groups in good to excellent yields. Further implementation of a batch protocol to continuous flow protocol utilizing polydimethylsiloxane (PDMS) based microreactor exhibits its efficiency.

引用

页数：6

共 25 条

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