Work

Selective 1,2‐Carboimination of Isothiocyanates to Access S‐Substituted Isothioureas via Energy Transfer Catalysis

Year: 2024

Type: article

Abstract: Herein, we introduce a novel method for the synthesis of S‐substituted isothiourea compounds via the selective 1,2‐carboimination between oxime esters as bifunctional reagents and the C=S bond of isothiocyanates under visible‐light catalysis. This approach deviates from conventional methods by precisely modulating the substrate electronics to selectively functionalize the C=S bond of isothiocyanates over the C=N bond, eliminating the need for strong bases and high temperatures and bypassing the formation of thiourea intermediates. Consequently, this protocol enables the efficient one‐step synthesis of S‐alkyl isothioureas, with featuring mild reaction conditions, operational simplicity and broad substrate scope.

Source: Advanced Synthesis & Catalysis

DOI: 10.1002/adsc.202401233

Authors: Li‐Ning Chen, Shu‐Nuo Liang, Juan Luo, Dan‐Na Chen, Zhi‐Peng Ye, Peng‐Ju Xia

Institutions: Guangxi Normal University, Hainan Normal University

Language: English

Topic: Radical Photochemical Reactions

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: bronze

Funders: National Natural Science Foundation of China, Guangxi Normal University

Award: G8129024487