title: Novel borane reduction of ether-protected aromatic lactams.
abstract: Borane reduction of ether-protected aromatic lactams produces 1-alkyl-1,2,3,4-tetrahydroquinolines (5 and 6) in excellent yields. This reaction provides a novel one-pot tandem process for reduction of amide group and N-protected groups. Experimental results demonstrate that the reaction proceeds through two consecutive elimination and reductions via two C-O bond cleavages to form the foresaid products.
authors.affiliation: Faculty of Biotechnology, Kaohsiung Medical University, Kaohsiung City 807, Taiwan.
authors.forename: Wan-Ping
authors.initials: WP
authors.lastname: Hu
authors.forename: Pei-Ching
authors.initials: PC
authors.lastname: Tsai
authors.forename: Ming-Kuan
authors.initials: MK
authors.lastname: Hsu
authors.forename: Jeh-Jeng
authors.initials: JJ
authors.lastname: Wang
mesh_terms: D001880:Boranes / Q000737:chemistry*; D004987:Ethers / Q000737:chemistry*; D007769:Lactams / Q000737:chemistry*; D015394:Molecular Structure
chemical_list: D001880:Boranes; D004987:Ethers; D007769:Lactams