Electrophilic amination of diarylcadmium reagents: the effect of aminating reagent's structure

DAŞKAPAN T., KORKMAZ A.

JOURNAL OF CHEMICAL SCIENCES, vol.134, no.4, 2022 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 134 Issue: 4
  • Publication Date: 2022
  • Doi Number: 10.1007/s12039-022-02106-5
  • Journal Name: JOURNAL OF CHEMICAL SCIENCES
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Academic Search Premier, CAB Abstracts, Chemical Abstracts Core
  • Keywords: Amination, Organocadmium, Amines, Oximes, Benzamides, PRIMARY AMINES, ORGANOZINC REAGENTS, GRIGNARD-REAGENTS, ORGANOMAGNESIUM, COPPER, CADMATION, ZINC
  • Ankara University Affiliated: Yes

Abstract

The first and only work on the electrophilic amination of diarylcadmium reagents was published by our group. Herein we give the detailed results on this subject. We prepared 12 oximes and reacted them with diarylcadmiums as aminating agents to observe the effect of oxime's structure on the amination reaction. The results showed that the success of electrophilic amination of diarylcadmium reagents with oxime sulfonates is strongly influenced by the structure of the oxime. Based on the results of our research, we decided that O-substituted acetone oxime derivatives containing a suitable leaving group are the most suitable amination reagents for the high yield of amine.