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

Abstract We report an organophotoredox‐catalyzed visible‐light‐induced tandem cyclization of 1,7‐enynes with diaryliodoniumtriflates has been established leading to Phenanthridin‐6(5 H )‐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.

Authors

Institutions

Publication Details

Journal
ChemPhotoChem
Published
2024-12-23
DOI
https://doi.org/10.1002/cptc.202400332
Citations
3
Primary Topic
Chemical synthesis and alkaloids
Type
article
Field-Weighted Citation Impact
0.75
Controls
|||
ALL TIME
JAN
FEB
MAR
APR
MAY
JUN
JUL
AUG
SEP
OCT
article

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

Praveen Reddy Adiyala, Vadithya Ranga Rao, Dharavath Ravi, Biswajit Saha et al.
3 citations
ChemPhotoChem
Chemical synthesis and alkaloids
0.75
article

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

Praveen Reddy Adiyala, Vadithya Ranga Rao, Dharavath Ravi, Biswajit Saha, Vadla Shiva Prasad, Silari Mohana Krishna, Chelukalapally Anil Kumar
article en
3 citations

Abstract

Abstract We report an organophotoredox‐catalyzed visible‐light‐induced tandem cyclization of 1,7‐enynes with diaryliodoniumtriflates has been established leading to Phenanthridin‐6(5 H )‐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.

ChemPhotoChemVol. 9(4)
Indian Institute of Chemical Technology (IN), Academy of Scientific and Innovative Research (IN)
Responsible consumption and production
Openalex Percentile: Top 31%
Chemical synthesis and alkaloids
0.75
AI Navigator

Ask Laika to Summarize, Analyze, and Connect papers live on the map.

Summarize Papers & Methodologies

Extract key findings, datasets, and comparative methods across publications.

Benchmark Rankings & Visual Analytics

Rank top research institutions, authors, funders, topics, and journals by Field-Weighted Citation Impact (FWCI) and paper volume with instant charts.

Connect Distant Disciplines

Bridge topological clusters on the map to find hidden collaborative intersections.