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- Title
Amino acid-promoted Ullmann-type coupling reactions and their applications in organic synthesis.
- Authors
Qian Cai; Hui Zhang; Benli Zou; Xiaoan Xie; Wei Zhu; Gang He; Jing Wang; Xianhua Pan; Yu Chen; Qiliang Yuan; Feng Liu; Biao Lu; Dawei Ma
- Abstract
Ullmann-type coupling reactions between aryl halides and N-containing reagents, phenols, and other related nucleophilic agents are very valuable transformations for organic synthesis. Their conventional reaction conditions require high reaction temperatures. We describe here that some amino acids, either as substrates or ligands, can lead Cu-catalyzed C-N, C-O, C-S, and C-C bond formations work at relatively low temperatures. An ortho-substitution effect caused by NHCOR groups is discussed. Applications of these newly developed reactions to heterocycle preparation and asymmetric synthesis are also presented.
- Subjects
ORGANIC synthesis; NUCLEOPHILIC reactions; CHEMICAL reactions; LIGANDS (Biochemistry); AMINO acids; BIOSYNTHESIS
- Publication
Pure & Applied Chemistry, 2009, Vol 81, Issue 2, p227
- ISSN
0033-4545
- Publication type
Article
- DOI
10.1351/PAC-CON-08-08-19