Synthesis of Dibenzopyranones via Visible Light‐Mediated Pd‐Catalyzed Esterification/C─H Activation Cascade

Abstract Dibenzopyranone is a privileged structure in natural products that exhibits multiple fascinating properties. Reported herein, is the synthesis of dibenzopyranone from o ‐bromo benzoic acids and aryl formates. The combination of a Pd‐catalyst and light irradiation allows the reaction to proceed under mild conditions at room temperature. Preliminary mechanistic studies suggested that the reaction undergoes an esterification process followed by a cyclization to form the dibenzopyranone ring structure. This method provides a complementary approach for the synthesis of substituted benzo[ c ]chromen‐6‐one from readily available materials.

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Publication Details

Journal
Asian Journal of Organic Chemistry
Published
2025-05-27
DOI
https://doi.org/10.1002/ajoc.202500246
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
Field-Weighted Citation Impact
0.00

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article

Synthesis of Dibenzopyranones via Visible Light‐Mediated Pd‐Catalyzed Esterification/C─H Activation Cascade

Aurapat Ngamnithiporn, Padon Chuentragool, Somsak Ruchirawat, Teesuda Sirichai
Asian Journal of Organic Chemistry
Catalytic C–H Functionalization Methods
article

Synthesis of Dibenzopyranones via Visible Light‐Mediated Pd‐Catalyzed Esterification/C─H Activation Cascade

Aurapat Ngamnithiporn, Padon Chuentragool, Somsak Ruchirawat, Teesuda Sirichai
article en

Abstract

Abstract Dibenzopyranone is a privileged structure in natural products that exhibits multiple fascinating properties. Reported herein, is the synthesis of dibenzopyranone from o ‐bromo benzoic acids and aryl formates. The combination of a Pd‐catalyst and light irradiation allows the reaction to proceed under mild conditions at room temperature. Preliminary mechanistic studies suggested that the reaction undergoes an esterification process followed by a cyclization to form the dibenzopyranone ring structure. This method provides a complementary approach for the synthesis of substituted benzo[ c ]chromen‐6‐one from readily available materials.

Asian Journal of Organic ChemistryVol. 14(8)
Chulabhorn Graduate Institute (TH), Chulabhorn Research Institute (TH), Office of the Higher Education Commission (TH)
Thailand Toray Science Foundation, National Research Council of Thailand, Chulabhorn Research Institute, Ministry of Higher Education, Science, Research and Innovation, Thailand, Thailand Science Research and Innovation, Toray Science Foundation
Openalex Percentile: Top 91%
Catalytic C–H Functionalization Methods
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Synthesis of Dibenzopyranones via Visible Light‐Mediated Pd‐Catalyzed Esterification/C─H Activation Cascade — Aurapat Ngamnithiporn, Padon Chuentragool, et al. · Asian Journal of Organic Chemistry (2025) | TGRS Research Map | TGRS