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- Title
Synthesis of 2,3-Disubstituted Quinolines via Ketenimine or Carbodiimide Intermediates.
- Authors
Zhao, Hongyang; Xing, Yanpeng; Lu, Ping; Wang, Yanguang
- Abstract
Cyclopenta[ b]quinolines and cyclohexa[ b]quinolines were prepared via the reactions of α-diazo ketones with N-(2-cyclopropylidenemethylphenyl)phosphanimines and N-(2-cyclobutylidenemethylphenyl) phosphanimine, respectively. The reaction proceeds in a cascade involving ketenimine formation, 6 π-electron ring closure, and 1,3-alkyl shift. A similar approach was developed for the synthesis of dihydropyrrolo-[2,3- b]quinolines from N-(2-cyclopropylidenemethylphenyl)phosphanimines and isocyanates.
- Subjects
AROMATIC compound synthesis; CARBODIIMIDES; HETEROCYCLIC compounds; KETENIMINES; ISOCYANATES
- Publication
Chemistry - A European Journal, 2016, Vol 22, Issue 42, p15144
- ISSN
0947-6539
- Publication type
Article
- DOI
10.1002/chem.201603074