Copper‐Catalyzed Cyanomethylation of Substituted Tetrahydroisoquinolines with Acetonitrile. Issue 15 (12th July 2016)

• Record Type: Journal Article
• Authors: Zhang, Wei; Yang, Shiping; Shen, Zengming
• Is Part Of: Advanced synthesis & catalysis. Volume 358:Issue 15(2016)
• Page Start: 2392
• Page End: 2397
• Publication Date: 2016-07-12
• Subjects: acetonitrile -- cyanomethylation -- sp3 C−H bond activation -- TEMPO -- tetrahydroisoquinolines; Catalysis -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Chemistry -- Periodicals; Chemistry, Technical -- Periodicals; Chemistry -- Periodicals; Catalysis -- Periodicals; Technology, Pharmaceutical -- Periodicals; 547.2
• DOI: 10.1002/adsc.201600050
• Languages: English
• ISSNs: 1615-4150

Abstract

Abstract: A novel method for the synthesis of cyanomethylated tetrahydroisoquinolines has been developed with mild reaction conditions, good yields and a broad substrate scope. Acetonitrile, a common solvent, is for the first time used as a pronucleophile for this type of two sp 3 C−H bonds cross‐dehydrogenative coupling (CDC) reaction. A new oxidative system (CuCl2 /TEMPO/Cs2 CO3 ) has been established by our group, in which the mild TEMPO reagent was found to be a highly efficient oxidant. Abstract :