Abstract
New aerobic oxidative metal catalyzed synthetic reactions are described: The Cu(II) complex catalyzed the acylation of thioester in Wittig lactonization under neutral conditions and the dissymmetrization of symmetric dithiomalonates via selective monoacylation. The key step in this reaction was the formation of an acylketene, the stability of which would contribute to selectivity. The aerobic Rh/C-catalyzed oxidative homo- and cross-coupling of aryl amines was developed. The coupling reactions afforded symmetrical and nonsymmetrical biaryl amines in excellent yields. These reactions provide a mild, operationally simple, and efficient approach for the synthesis of biaryls which are important to pharmaceutical and materials chemistry.
| Original language | English |
|---|---|
| Title of host publication | New Horizons of Process Chemistry |
| Subtitle of host publication | Scalable Reactions and Technologies |
| Publisher | Springer Singapore |
| Pages | 11-27 |
| Number of pages | 17 |
| ISBN (Electronic) | 9789811034213 |
| ISBN (Print) | 9789811034206 |
| DOIs | |
| Publication status | Published - Jan 1 2017 |
Fingerprint
All Science Journal Classification (ASJC) codes
- Chemistry(all)
- Chemical Engineering(all)
- Medicine(all)
- Engineering(all)
- Agricultural and Biological Sciences(all)
Cite this
Metal catalyzed synthetic reactions via aerobic oxidation as a key step. / Shindo, Mitsuru; Matsumoto, Kenji.
New Horizons of Process Chemistry: Scalable Reactions and Technologies. Springer Singapore, 2017. p. 11-27.Research output: Chapter in Book/Report/Conference proceeding › Chapter
}
TY - CHAP
T1 - Metal catalyzed synthetic reactions via aerobic oxidation as a key step
AU - Shindo, Mitsuru
AU - Matsumoto, Kenji
PY - 2017/1/1
Y1 - 2017/1/1
N2 - New aerobic oxidative metal catalyzed synthetic reactions are described: The Cu(II) complex catalyzed the acylation of thioester in Wittig lactonization under neutral conditions and the dissymmetrization of symmetric dithiomalonates via selective monoacylation. The key step in this reaction was the formation of an acylketene, the stability of which would contribute to selectivity. The aerobic Rh/C-catalyzed oxidative homo- and cross-coupling of aryl amines was developed. The coupling reactions afforded symmetrical and nonsymmetrical biaryl amines in excellent yields. These reactions provide a mild, operationally simple, and efficient approach for the synthesis of biaryls which are important to pharmaceutical and materials chemistry.
AB - New aerobic oxidative metal catalyzed synthetic reactions are described: The Cu(II) complex catalyzed the acylation of thioester in Wittig lactonization under neutral conditions and the dissymmetrization of symmetric dithiomalonates via selective monoacylation. The key step in this reaction was the formation of an acylketene, the stability of which would contribute to selectivity. The aerobic Rh/C-catalyzed oxidative homo- and cross-coupling of aryl amines was developed. The coupling reactions afforded symmetrical and nonsymmetrical biaryl amines in excellent yields. These reactions provide a mild, operationally simple, and efficient approach for the synthesis of biaryls which are important to pharmaceutical and materials chemistry.
UR - http://www.scopus.com/inward/record.url?scp=85035012875&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=85035012875&partnerID=8YFLogxK
U2 - 10.1007/978-981-10-3421-3_2
DO - 10.1007/978-981-10-3421-3_2
M3 - Chapter
AN - SCOPUS:85035012875
SN - 9789811034206
SP - 11
EP - 27
BT - New Horizons of Process Chemistry
PB - Springer Singapore
ER -