A base-free, ultrasound accelerated one-pot synthesis of 2-sulfonylquinolines in water

• Published in: Green chemistry : an international journal and green chemistry resource : GC Vol. 19; no. 23; pp. 5642 - 5646
• Main Authors: Xie, Long-Yong, Li, Yong-Jian, Qu, Jie, Duan, Yue, Hu, Jue, Liu, Kai-Jian, Cao, Zhong, He, Wei-Min
• Format: Journal Article
• Language: English
• Published: CAMBRIDGE Royal Soc Chemistry 2017; Royal Society of Chemistry
• Subjects: Atom economy; Chemistry; Chemistry, Multidisciplinary; Economics; Energy efficiency; Green & Sustainable Science & Technology; Green chemistry; Physical Sciences; Science & Technology; Science & Technology - Other Topics; Side reactions; solvents; Substrates; Synthesis; Ultrasonic imaging; Ultrasonic methods; Ultrasonic testing; QUINOLINE N-OXIDES; ORGANIC-SYNTHESIS; MILD CONDITIONS; MEDIATED SULFONYLATION; GREEN CHEMISTRY; SULFONYL HYDRAZIDES; EFFICIENT SYNTHESIS; CHEMICAL-SYNTHESIS; METAL; CATALYST
• ISSN: 1463-9262; 1463-9270; 1463-9270
• DOI: 10.1039/c7gc02304a

Without employing any base and organic solvent, an economical, practical and eco-friendly protocol has been developed for the one-pot synthesis of various functionalized 2-sulfonylquinolines from easily accessible starting materials in water under open-air conditions. Compared with conventional heating conditions, the use of ultrasound techniques not only improves the reaction efficiency and enhances the reaction rate but also minimizes the side reactions. This process has a broad substrate scope, mild reaction conditions, good yields, excellent chemo- and regioselectivities, operational simplicity, ease of scale-up and high energy efficiency. In addition, the process is remarkably greener than the previous routes with an atom economy of 70.7%, an E-factor of 1.17 and an eco-scale score of 71. Without employing any base and organic solvent, an economical, practical and eco-friendly protocol has been developed for the ultrasound accelerated one-pot synthesis of various functionalized 2-sulfonylquinolines from easily accessible starting materials in water under open-air conditions.