An Integrated ¹²C/¹³C Exchange Platform for Accessing Isotopically-Labeled Ketones via Dual Catalytic C-C...

Area of Science:

• Organic Chemistry
• Synthetic Chemistry
• Isotope Labeling

Background:

• Ketones are versatile building blocks in organic synthesis.
• Accessing isotopically labeled compounds is crucial for mechanistic studies and metabolic tracing.
• Existing methods for ketone labeling can be limited in scope or efficiency.

Purpose of the Study:

• To develop an efficient and broadly applicable method for synthesizing ¹³C-labeled ketones.
• To provide a novel route for converting non-labeled ketones into their ¹³C-labeled counterparts.

Main Methods:

• An integrated diacylation/acylation platform was employed.
• The method utilizes proaromatic dihydroquinazolinones to generate open-shell species.
• Photoinduced single-electron transfer facilitates C-C bond functionalization.
• Interception with ¹³C-carbonyl derivatives achieves labeling.

Main Results:

• The platform successfully converts simple ketones into their ¹³C-labeled homologues.
• The protocol demonstrates broad applicability across various ketone structures.
• This provides a distinct synthetic gateway to ¹³C-labeled ketones.

Conclusions:

• The described method offers an efficient and versatile approach for ¹³C ketone synthesis.
• This technique expands the toolkit for preparing isotopically labeled organic molecules.
• The platform facilitates access to valuable ¹³C-labeled compounds for research.