（来源：康龙化成）

转自：康龙化成

Photoinduced Decarboxylative Sulfonylation of Carboxylic Acids with Sodium Sulfinates

Weiya Kong,† Jiaxin Wang,† Chen Chen, Jie Shi,* and Xiaodong Tang*

Guangdong Provincial Key Laboratory of New Drug Screening, School of Pharmaceutical Sciences, Southern Medical University, Guangzhou 510515, China;

—J. Org. Chem. 2025, DOI: 10.1021/acs.joc.5c00800

Recommended by Yuquan Liu_PT

KEY WORDS:Photo chemistry, Decarboxylation, Sulfonylation, Cu catalysis (反应类型),Sodium Sulfinates, carboxylic Acids(底物), sulfones(产物), Csp3-SO2(成键类型)

ABSTRACT: The authors reported photoinduced decarboxylative sulfonylation of carboxylic acids with sodium sulfinates for synthesizing sulfones. The reaction proceeds under mild conditions, directly utilizing carboxylic acids without prefunctionalization, with copper acetate as the oxidant and sodium acetate as the base at room temperature. This method demonstrates excellent substrate compatibility, accommodating simple carboxylic acids, and drug molecules successfully converted into the corresponding sulfones. Furthermore, they developed a photoinduced two-step, one-pot protocol that integrated two carboxylic acids with DABSO (DABCO-bis(sulfur dioxide) adduct) to synthesize sulfones. Biological activity evaluation revealed that drug molecule-derived sulfones exhibited antiproliferative activity against tumor cells.

Construction of the C(sp3)-Sulfonyl Bond via Decarboxylative Sulfonylation with Sodium Sulfinates

This Work

Proposed Mechanism

Substrate scope of 3-Indoleacetic Acids and Arylacetic Acids)

Synthesis of Sulfone Compounds from Two Carboxylic Acids and DABSO

Prof. Xiaodong Tanget al developed a decarboxylative sulfonylation reaction that directly constructs C(sp3)-sulfonyl bonds from carboxylic acids and sodium sulfinates. This transformation is characterized by utilizing readily available starting materials, operation under mild reaction conditions, and broad functional group compatibility to afford diverse sulfone compounds in moderate to good yields. Furthermore, they have established a photoinduced two-step, one-pot protocol for synthesizing sulfones from two carboxylic acids and DABSO. Notably, several drug molecule-derived sulfones exhibit significant antiproliferative activities against cancer cell lines, suggesting that this method may provide promising lead compounds for antitumor drug discovery.