title: Multicomponent Reactions with Cyclic Tertiary Amines Enabled by Facile C-N Bond Cleavage.
abstract: A novel and catalyst-free multicomponent reaction with cyclic tertiary amines, electron-deficient aryl halides or heteroaromatic halides, and Na2S enabled by facile C-N bond cleavage of the cyclic tertiary amines was developed. This direct and operationally simple method can be applied with a wide range of functional groups and provides an efficient and rapid approach to potentially drug-like products containing amine, azaarene, thioether, or phenol ether functionalities in good to excellent yields. The utility of this method was demonstrated by the rapid synthesis of the analgesic ruzadolane.
authors.affiliation: Key Laboratory of Natural Active Pharmaceutical Constituents of Jiang Xi Province, College of Chemistry and Bio-engineering, Yichun University, Yichun, 336000, P.R. China.
authors.forename: Qiming
authors.initials: Q
authors.lastname: Zhu
authors.affiliation: Key Laboratory of Natural Active Pharmaceutical Constituents of Jiang Xi Province, College of Chemistry and Bio-engineering, Yichun University, Yichun, 336000, P.R. China.
authors.forename: Qinghe
authors.initials: Q
authors.lastname: Yuan
authors.affiliation: Key Laboratory of Natural Active Pharmaceutical Constituents of Jiang Xi Province, College of Chemistry and Bio-engineering, Yichun University, Yichun, 336000, P.R. China.
authors.forename: Mingwei
authors.initials: M
authors.lastname: Chen
authors.affiliation: Key Laboratory of Natural Active Pharmaceutical Constituents of Jiang Xi Province, College of Chemistry and Bio-engineering, Yichun University, Yichun, 336000, P.R. China.
authors.forename: Mengping
authors.initials: M
authors.lastname: Guo
authors.affiliation: Department of Chemistry, University of Science and Technology of China, Hefei, 230026, P.R. China.
authors.forename: Hanmin
authors.identifier: 0000-0002-0108-6542
authors.initials: H
authors.lastname: Huang
keywords: C−N bonds; C−S bonds; catalyst-free reactions; multicomponent reaction; tertiary amines