Pd(II)/Ag(I)-Promoted One-Pot Synthesis of Cyclic Ureas from (Hetero)Aromatic Amines and Isocyanates
- Title
- Pd(II)/Ag(I)-Promoted One-Pot Synthesis of Cyclic Ureas from (Hetero)Aromatic Amines and Isocyanates
- Author
- 윤소원
- Keywords
- CATALYZED OXIDATIVE CYCLIZATION; C-H AMINATION; N-SUBSTITUTED 1,3-DIHYDROBENZIMIDAZOL-2-ONES; INTRAMOLECULAR CYCLIZATION; CARBOXYLIC-ACIDS; CROSS-COUPLING/CYCLIZATION; REGIOSELECTIVE SYNTHESIS; ANTISECRETORY ACTIVITY; MEDIATED REACTIONS; BENZIMIDAZOLONES
- Issue Date
- 2016-12
- Publisher
- AMER CHEMICAL SOC
- Citation
- ORGANIC LETTERS, v. 18, NO. 23, Page. 6140-6143
- Abstract
- A simple and facile one-pot reaction has been developed to afford a diverse range of N,N'-disubstituted benzimidazolones and imidazopyridinones containing two differently substituted N atoms. A cooperative Pd(II)/Ag(I) system promotes the sequential addition/intramolecular C-H amidation reaction of (hetero)aromatic amines and isocyanates, leading to the formation of two C-N bonds. A mechanism involving radical intermediates generated by single-electron transfer (SET) in the presence of a Ag2CO3 oxidant and Pd(OAc)(2) Lewis acid is proposed. This protocol offers an operationally easy, simple, and robust approach with the use of readily available starting materials, good functional group tolerance, and high efficiency.
- URI
- https://pubs.acs.org/doi/10.1021/acs.orglett.6b03151https://repository.hanyang.ac.kr/handle/20.500.11754/102319
- ISSN
- 1523-7060; 1523-7052
- DOI
- 10.1021/acs.orglett.6b03151
- Appears in Collections:
- COLLEGE OF NATURAL SCIENCES[S](자연과학대학) > CHEMISTRY(화학과) > Articles
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