Photoredox/HAT-Catalyzed Intramolecular Hydrocyclization of Alkenes toward 2,3-Fused Quinazolinones and Dihydroquinazolinones

New photochemical approaches to 2,3-fused quinazolinones and dihydroquinazolinones are disclosed. The intramolecular hydrocyclization proceeds in moderate to excellent yields across diverse alkenes with high regioselectivity and diastereocontrol. Mechanistic studies indicated that the radical cascade processes involve thiophenol acting as single-electron transfer and hydrogen atom transfer reagents. The success of the gram-scale synthesis proves the strategy can be used for practical applications.

Authors

Institutions

Publication Details

Journal
Organic Letters
Published
2024-10-02
DOI
https://doi.org/10.1021/acs.orglett.4c02974
Citations
8
Primary Topic
Quinazolinone synthesis and applications
Type
article
Field-Weighted Citation Impact
2.00

Funders

Controls
|||
ALL TIME
JAN
FEB
MAR
APR
MAY
JUN
JUL
AUG
SEP
OCT
article

Photoredox/HAT-Catalyzed Intramolecular Hydrocyclization of Alkenes toward 2,3-Fused Quinazolinones and Dihydroquinazolinones

Zhengsen Yu, Dong Li, Xiaoqing Wang, Yanhui Gou et al.
8 citations
Organic Letters
Quinazolinone synthesis and applications
2.00
article

Photoredox/HAT-Catalyzed Intramolecular Hydrocyclization of Alkenes toward 2,3-Fused Quinazolinones and Dihydroquinazolinones

Zhengsen Yu, Dong Li, Xiaoqing Wang, Yanhui Gou, Shuo Yu
article en
8 citations

Abstract

New photochemical approaches to 2,3-fused quinazolinones and dihydroquinazolinones are disclosed. The intramolecular hydrocyclization proceeds in moderate to excellent yields across diverse alkenes with high regioselectivity and diastereocontrol. Mechanistic studies indicated that the radical cascade processes involve thiophenol acting as single-electron transfer and hydrogen atom transfer reagents. The success of the gram-scale synthesis proves the strategy can be used for practical applications.

Organic LettersVol. 26(41)
Hebei Agricultural University (CN)
National Natural Science Foundation of China
Clean water and sanitation
Openalex Percentile: Top 14%
Quinazolinone synthesis and applications
2.00
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.