title: TMEDA-assisted effective direct ortho arylation of electron-deficient N-heteroarenes with aromatic Grignard reagents.
abstract: In the addition of TMEDA in toluene, aryl Grignards could effectively and site-specifically ortho-arylate electron-deficient heteroarenes under mild conditions. This endeavor successfully changed the old low-yielding reaction, aryl Grignard addition to N-heteroarenes, into an efficient procedure for heterobiaryls. The combination of the inexpensive aryl Grignards, TMEDA, the cost-free air, no use of any transition-metal catalyst, the mild reaction conditions, and the high-yielding gram-scale results enables this new procedure to be cost-effective and potentially utilizable in industry.
authors: Institute of Biochemistry & Molecular Biology, School of Life Sciences, Lanzhou University, Lanzhou 730000, People's Republic of China.
authors: Fang-Fang
authors: FF
authors: Zhuo
authors: Wen-Wen
authors: WW
authors: Xie
authors: Yong-Xin
authors: YX
authors: Yang
authors: Lei
authors: L
authors: Zhang
authors: Pei
authors: P
authors: Wang
authors: Rui
authors: R
authors: Yuan
authors: Chao-Shan
authors: CS
authors: Da
mesh_terms: D004583:Electrons; D005029:Ethylenediamines / Q000737:chemistry*; D006571:Heterocyclic Compounds / Q000737:chemistry*; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry*; D011725:Pyridines / Q000737:chemistry*; D011804:Quinolines / Q000737:chemistry*; D011810:Quinoxalines / Q000138:chemical synthesis* / Q000737:chemistry; D014050:Toluene / Q000737:chemistry
chemical_list: D005029:Ethylenediamines; D006571:Heterocyclic Compounds; D009942:Organometallic Compounds; D011725:Pyridines; D011804:Quinolines; D011810:Quinoxalines; C005798:N,N,N',N'-tetramethylethylenediamine; D014050:Toluene