Photo-Induced Synthesis of Functionalized γ-Lactams via Iron-Catalyzed LMCT Cascade

Zhuoheng Song; Jinrui Bai; Dan Qi; Lin Guo; Chao Yang; Wujiong Xia

doi:10.1002/adsc.202400004

Photo-Induced Synthesis of Functionalized γ-Lactams via Iron-Catalyzed LMCT Cascade

Zhuoheng Song
, Jinrui Bai
, Dan Qi
, Lin Guo
, Chao Yang^*
, Wujiong Xia^*

^*Corresponding author for this work

Harbin Institute of Technology
Henan Normal University

Research output: Contribution to journal › Article › peer-review

12 Scopus citations

Abstract

A base-and-additive-free photo-induced radical-mediated cascade cyclization reaction of 1,6-enyne compounds was presented. In this study, C(sp³)−H hydrocarbons, including various alkanes and ethers, were activated via Fe-catalyzed photo-induced conditions, providing a bunch of γ-lactam products via hydrogen atom transfer and radical addition processes. Control experiments indicated that the reaction proceeded through photo-induced ligand-to-metal charge transfer (LMCT) process. Gram scale experiment was also completed by using continuous-flow-photocatalytic-device.

Original language	English
Pages (from-to)	1972-1977
Number of pages	6
Journal	Advanced Synthesis and Catalysis
Volume	366
Issue number	9
DOIs	https://doi.org/10.1002/adsc.202400004
State	Published - 21 May 2024
Externally published	Yes

Keywords

cascade cyclization reaction
flow chemistry
ligand-to-metal charge transfer
photocatalysis
γ-lactam

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10.1002/adsc.202400004

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title = "Photo-Induced Synthesis of Functionalized γ-Lactams via Iron-Catalyzed LMCT Cascade",

abstract = "A base-and-additive-free photo-induced radical-mediated cascade cyclization reaction of 1,6-enyne compounds was presented. In this study, C(sp3)−H hydrocarbons, including various alkanes and ethers, were activated via Fe-catalyzed photo-induced conditions, providing a bunch of γ-lactam products via hydrogen atom transfer and radical addition processes. Control experiments indicated that the reaction proceeded through photo-induced ligand-to-metal charge transfer (LMCT) process. Gram scale experiment was also completed by using continuous-flow-photocatalytic-device.",

keywords = "cascade cyclization reaction, flow chemistry, ligand-to-metal charge transfer, photocatalysis, γ-lactam",

author = "Zhuoheng Song and Jinrui Bai and Dan Qi and Lin Guo and Chao Yang and Wujiong Xia",

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doi = "10.1002/adsc.202400004",

language = "英语",

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TY - JOUR

T1 - Photo-Induced Synthesis of Functionalized γ-Lactams via Iron-Catalyzed LMCT Cascade

AU - Song, Zhuoheng

AU - Bai, Jinrui

AU - Qi, Dan

AU - Guo, Lin

AU - Yang, Chao

AU - Xia, Wujiong

PY - 2024/5/21

Y1 - 2024/5/21

N2 - A base-and-additive-free photo-induced radical-mediated cascade cyclization reaction of 1,6-enyne compounds was presented. In this study, C(sp3)−H hydrocarbons, including various alkanes and ethers, were activated via Fe-catalyzed photo-induced conditions, providing a bunch of γ-lactam products via hydrogen atom transfer and radical addition processes. Control experiments indicated that the reaction proceeded through photo-induced ligand-to-metal charge transfer (LMCT) process. Gram scale experiment was also completed by using continuous-flow-photocatalytic-device.

AB - A base-and-additive-free photo-induced radical-mediated cascade cyclization reaction of 1,6-enyne compounds was presented. In this study, C(sp3)−H hydrocarbons, including various alkanes and ethers, were activated via Fe-catalyzed photo-induced conditions, providing a bunch of γ-lactam products via hydrogen atom transfer and radical addition processes. Control experiments indicated that the reaction proceeded through photo-induced ligand-to-metal charge transfer (LMCT) process. Gram scale experiment was also completed by using continuous-flow-photocatalytic-device.

KW - cascade cyclization reaction

KW - flow chemistry

KW - ligand-to-metal charge transfer

KW - photocatalysis

KW - γ-lactam

UR - https://www.scopus.com/pages/publications/85188567246

U2 - 10.1002/adsc.202400004

DO - 10.1002/adsc.202400004

M3 - 文章

AN - SCOPUS:85188567246

SN - 1615-4150

VL - 366

SP - 1972

EP - 1977

JO - Advanced Synthesis and Catalysis

JF - Advanced Synthesis and Catalysis

IS - 9

ER -

Photo-Induced Synthesis of Functionalized γ-Lactams via Iron-Catalyzed LMCT Cascade

Abstract

Keywords

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