606146-04-7Relevant articles and documents
Synthesis of 2-alkoxy(aroxy)-3-substituted Quinolines by DABCO-promoted cyclization of o-alkynylaryl isocyanides
Zhao, Jiaji,Peng, Changlan,Liu, Lanying,Wang, Yong,Zhu, Qiang
supporting information; experimental part, p. 7502 - 7504 (2011/02/21)
Diversified 2-alkoxy- and 2-aroxy-3-substituted quinolines were synthesized from o-alkynylaryl isocyanides and alcohols and phenols promoted by DABCO, respectively. The reaction was initiated by nucleophilic addition of DABCO to isocyanide and subsequent
Biradicals/zwitterions from enallene-isonitriles. Formal [4 + 1] cycloadditions leading to 11H-indeno[1,2-b]quinoline and related compounds
Lu, Xiaoling,Petersen, Jeffrey L.,Wang, Kung K.
, p. 3277 - 3280 (2007/10/03)
1,3-Prototropic rearrangement of the benzannulated enyne-isonitriles to the corresponding enallene-isonitriles followed by cycloaromatization generated the putative quinoline biradicals/zwitterions. A subsequent intramolecular radical-radical coupling or electrophilic aromatic substitution then gave the formal [4 + 1] cycloaddition adducts leading to 11H-indeno[1,2-b]quinoline and related compounds.
New Access to 2,3-disubstituted Quinolines through Cyclization of o-Alkynylisocyanobenzenes
Suginome, Michinori,Fukuda, Takeshi,Ito, Yoshihiko
, p. 1977 - 1979 (2008/02/11)
(Matrix Presented) o-Alkynylisocyanobenzenes underwent nucleophile-induced intramolecular cyclization to give 2,3-disubstituted quinoline derivatives in high yields. In addition to the oxygen and nitrogen nucleophiles such as methanol and diethylamine, the nucleophilic carbon of the enolate of malonate induced the cyclization effectively. Reaction of 1,4-di(trimethylsilylethynyl)-2,3-diisocyanobenzene with methanol afforded 2,9-dimethoxy-1,10-phenanthroline in good yield.
