Fluorene-like derivatives and applications and methods of making the compounds

By using sodium benzenesulfinate as a free radical carrier in a carbon dioxide atmosphere via visible light catalysis, the environmentally unfriendly problem of preparing fluorene derivatives in existing technologies has been solved. This method achieves a simple and efficient synthesis of fluorene derivatives with a wide range of applicable substrates and high product yield.

CN117186005BActive Publication Date: 2026-07-14MINDU INNOVATION LAB +1

Patent Information

Authority / Receiving Office
CN · China
Patent Type
Patents(China)
Current Assignee / Owner
MINDU INNOVATION LAB
Filing Date
2022-06-01
Publication Date
2026-07-14

AI Technical Summary

Technical Problem

Existing methods require large amounts of oxidants or metal reagents to prepare fluorene derivatives, and the reaction conditions are harsh and environmentally unfriendly, making it impossible to prepare fluorene derivatives with simple structures.

Method used

A visible-light photocatalyst-based radical pathway was employed, using sodium benzenesulfinate as a radical transfer agent to cyclize 1,6-enyne compounds in a carbon dioxide atmosphere. Fluorene derivatives were prepared in a one-step reaction at room temperature using photocatalysts such as Ru(bpy)3Cl2, [Ir(ppy)2(dtbbpy)](PF6), and 4-CzIPN.

Benefits of technology

A simple, efficient, and green synthesis of fluorene derivatives was achieved. Two new rings and two carbon-carbon bonds were constructed at room temperature via visible light catalysis. The reaction was mild, environmentally friendly, economical, applicable to a wide range of substrates, and yielded good product yields.

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Abstract

The application discloses a fluorene derivative, application and a method for preparing the compound, and belongs to the technical field of organic synthesis. 1‑3 The compound has the structure shown in formula I; in formula I, X is selected from NTs, C(COOMe)2, and one of the following: R is selected from H, C 1‑3 alkyl, -COOR', -OCF3, -CN, -Ph; wherein R' is selected from C 1‑3 alkyl, -COOR', -OCF3, -CN, -Ph; wherein R' is selected from C 1‑3 alkyl, -COOR', -OCF3, -CN, -Ph; wherein R' is selected from C 1‑3 alkyl, -COOR', -OCF3, -CN, -Ph; wherein R' is selected from C 1‑3 alkyl, -COOR', -OCF3, -CN, -Ph; wherein R' is selected from C 1‑3 alkyl, -COOR', -OCF3, -CN, -Ph; wherein R' is selected from C 1‑3 alkyl, -COOR', -OCF3, -CN, -Ph; wherein R' is selected from C 1‑3 alkyl, -COOR', -OCF3, -CN, -Ph; wherein R' is selected from C 1‑3
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