Metal-free difunctionalization of alkynes leading to alkenyl dithiocyanates and alkenyl diselenocyanates at room temperature

• Published in: Organic & biomolecular chemistry Vol. 16; no. 46; pp. 9064 - 9068
• Main Authors: Lu, Ling-Hui, Zhou, Si-Jia, He, Wei-Bao, Xia, Wen, Chen, Ping, Yu, Xianyong, Xu, Xinhua, He, Wei-Min
• Format: Journal Article
• Language: English
• Published: CAMBRIDGE Royal Soc Chemistry 28.11.2018; Royal Society of Chemistry
• Subjects: Alkynes; Chemistry; Chemistry, Organic; Oxidants; Oxidizing agents; Physical Sciences; Room temperature; Science & Technology; Sodium thiocyanate; Stereoselectivity; QUINOLINE N-OXIDES; AROMATIC KETONES; ONE-POT SYNTHESIS; BASE-FREE; C-3 THIOCYANATION; ALKYNYLCARBONYL COMPOUNDS; SELECTIVE SYNTHESIS; SPIROCYCLIZATION; TRIFLUOROMETHYL SULFIDES; C-H

A simple and practical method for the synthesis of alkenyl dithiocyanates and alkenyl diselenocyanates has been developed via stereoselective difunctionalization of alkynes with NaSCN or KSeCN at room temperature. Through this methodology, a series of alkenyl dithiocyanates and alkenyl diselenocyana...