Copper-Catalyzed Hydroamination of Terminal Alkynes by Combining N-fluorobenzenesulfonimide and H2O: Synthesis of β-amino Substituted Styrenes

Tony Wheellyam Pouambeka^{1, 2,} , Hubert Makomo¹, Ghislain Kende¹ and Timoléon Andzi Barhé³

¹Equipe de Chimie Organique et Analytique des Substances Bioactives, Faculté des Sciences et Techniques, Université Marien Ngouabi, Brazzaville, République du Congo BP 69

²Jilin Province Key Laboratory of Organic Functional Molecular Design & Synthesis, Faculty of Chemistry, Northeast Normal University, Changchun 130024, China

³Laboratoire de Recherche en Chimie Appliquée, Ecole Normale Superieure, Université Marien Ngouabi, Brazzaville, République du Congo BP 69

Cite this paper:
Tony Wheellyam Pouambeka, Hubert Makomo, Ghislain Kende and Timoléon Andzi Barhé. Copper-Catalyzed Hydroamination of Terminal Alkynes by Combining N-fluorobenzenesulfonimide and H2O: Synthesis of β-amino Substituted Styrenes. World Journal of Organic Chemistry. 2023; 10(1):4-19. doi: 10.12691/wjoc-10-1-2

Abstract

By using the combining of N-fluorobenzenesulfonimide and H₂O, we have realized the first example of high efficient and easy hydroamination of terminal alkynes. The reaction was catalyzed by copper and the corresponding β-amino substituted styrenes have been afforded in good to excellent yields. The transformation under simple mild conditions feature a broad substrate scope, atom economy, good functional group tolerance and the simple mechanism was proposed. The different products obtained were characterized using ¹HNMR, ¹³CNMR and HRMS.

Keywords:
hydroamination β-amino substituted styrenes N-fluorobenzenesulfonimide (NFSI) Copper-Catalyzed

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