Metal catalyzed synthetic reactions via aerobic oxidation as a key step

Mitsuru Shindo, Kenji Matsumoto

Research output: Chapter in Book/Report/Conference proceedingChapter

2 Citations (Scopus)

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 languageEnglish
Title of host publicationNew Horizons of Process Chemistry
Subtitle of host publicationScalable Reactions and Technologies
PublisherSpringer Singapore
Pages11-27
Number of pages17
ISBN (Electronic)9789811034213
ISBN (Print)9789811034206
DOIs
Publication statusPublished - Jan 1 2017

Fingerprint

Synthetic metals
amines
Amines
Metals
metals
oxidation
Acylation
Oxidation
acylation
Pharmaceutical Chemistry
Homo
Drug products
chemistry
drugs
synthesis
Pharmaceutical Preparations

All Science Journal Classification (ASJC) codes

  • Chemistry(all)
  • Chemical Engineering(all)
  • Medicine(all)
  • Engineering(all)
  • Agricultural and Biological Sciences(all)

Cite this

Shindo, M., & Matsumoto, K. (2017). Metal catalyzed synthetic reactions via aerobic oxidation as a key step. In New Horizons of Process Chemistry: Scalable Reactions and Technologies (pp. 11-27). Springer Singapore. https://doi.org/10.1007/978-981-10-3421-3_2

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 proceedingChapter

Shindo, M & Matsumoto, K 2017, Metal catalyzed synthetic reactions via aerobic oxidation as a key step. in New Horizons of Process Chemistry: Scalable Reactions and Technologies. Springer Singapore, pp. 11-27. https://doi.org/10.1007/978-981-10-3421-3_2
Shindo M, Matsumoto K. Metal catalyzed synthetic reactions via aerobic oxidation as a key step. In New Horizons of Process Chemistry: Scalable Reactions and Technologies. Springer Singapore. 2017. p. 11-27 https://doi.org/10.1007/978-981-10-3421-3_2
Shindo, Mitsuru ; Matsumoto, Kenji. / Metal catalyzed synthetic reactions via aerobic oxidation as a key step. New Horizons of Process Chemistry: Scalable Reactions and Technologies. Springer Singapore, 2017. pp. 11-27
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