Visible-Light Photoredox-Catalyzed Cascade Reaction for the 
Synthesis of Pyrrolo[2,1-a]isoquinoline-Substituted Phosphonates

Lingna Wang; Tiancong Ma; Mingming Qiao; Qiangxian Wu; Deqing Shi; Wenjing Xiao

doi:10.1055/s-0037-1610907

Synthesis, Table of Contents

Synthesis 2019; 51(02): 522-529
DOI: 10.1055/s-0037-1610907

paper

Visible-Light Photoredox-Catalyzed Cascade Reaction for the Synthesis of Pyrrolo[2,1-a]isoquinoline-Substituted Phosphonates

Lingna Wang

,

Tiancong Ma

,

Mingming Qiao

,

Qiangxian Wu

,

Deqing Shi*

Key Laboratory of Pesticide and Chemical Biology, Ministry of Education, College of Chemistry, Central China Normal University, Wuhan 430079, P. R. of China Email: chshidq@mail.ccnu.edu.cn

,

Wenjing Xiao

› Author Affiliations

Abstract

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Abstract

A visible-light photoredox-catalyzed oxidation/[3+2] cycloaddition/oxidative aromatization cascade reaction of [(3,4-dihydroisoquinolin-2(1H)-yl)methyl]phosphonates and activated olefins or alkynes for the efficient synthesis of potentially biological active pyrrolo[2,1-a]isoquinoline-substituted phosphonates was developed. This transformation features mild reaction conditions (i.e., visible light irradiation, room temperature), molecular oxygen (O₂) as a green oxidant, simple ‘one-pot’ operation.

Key words

visible light catalysis - [3+2] cycloaddition - pyrrolo[2,1-a]isoquinoline - phosphonate - cascade reaction

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References

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Supplementary Material

Supporting Information