Catalyst‐Free Isothiocyanatoalkylthiation of Styrenes with (Alkylthio)pyrrolidine‐2, 5‐diones and Trimethylsilyl Isothiocyanate. Issue 11 (3rd May 2016)

• Record Type: Journal Article
• Authors: Tian, Hua; Yu, Jipan; Yang, Haijun; Zhu, Changjin; Fu, Hua
• Is Part Of: Advanced synthesis & catalysis. Volume 358:Issue 11(2016)
• Page Start: 1794
• Page End: 1800
• Publication Date: 2016-05-03
• Subjects: difunctionalization -- isothiocyanates -- isothiocyanatoalkylthiation -- styrenes -- sulfides; Catalysis -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Chemistry -- Periodicals; Chemistry, Technical -- Periodicals; Chemistry -- Periodicals; Catalysis -- Periodicals; Technology, Pharmaceutical -- Periodicals; 547.2
• DOI: 10.1002/adsc.201501181
• Languages: English
• ISSNs: 1615-4150

Abstract

Abstract: A simple and efficient catalyst‐free method for isothiocyanatoalkylthiation of styrenes has been developed. The protocol uses (alkylthio)pyrrolidine‐2, 5‐diones and trimethylsilyl isothiocyanate as the isothiocyanatoalkylthiolating reagents, dimethylformamide (DMF) as the solvent, and the reactions were completed within one hour with tolerance of some functional groups. No catalyst and additive were required in the reaction system, which avoided any contamination of transition metal catalysts in the target products. Therefore, the present method provides a convenient, efficient and practical strategy for the synthesis of compounds by a combination of sulfides and isothiocyanates. Abstract :