Reactions of the N-isopropyl-α-chloroketimines with P{sup IV} dithioacids
- Kazan National Research Technological University (Russian Federation)
A primary iminium salt formed in the reaction of P{sup IV} dithioacids with N-isopropyl-α-chloroketimines is transformed into products of nucleophilic substitution of the chlorine atom by dithiophosphorus group (S{sub N} pathway), if the imine carbon atom is bonded to the donor and small-volume methyl group, or undergoes reduction of the CCl bond (C-Cl→C-H) (Red pathway), when it is bonded with the bulky acceptor phenyl group. The same effect of substituents was discovered, when replacing methyl group with phenyl one in the position 2 of N-tert-butyl-2-chloraldimines: S{sub N}: Red ratio is 1: 0 in the case of Me and 1: 9 in the case of Ph. The iminium salts were transformed into new type ketones containing a phosphor functionality.
- OSTI ID:
- 22943332
- Journal Information:
- Russian Chemical Bulletin, Journal Name: Russian Chemical Bulletin Journal Issue: 12 Vol. 67; ISSN RCBUEY; ISSN 1066-5285
- Country of Publication:
- United States
- Language:
- English
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