SelectiveC-mono-andC, C-dialkylation of thiophosphorylacetonitriles

…, NM Vinogradova, OI Artyushin, RM Kalyanova…

Index: Odinets; Vinogradova; Artyushin; Kalyanova; Lyssenko; Petrovskii; Mastryukova; Kabachnik Russian Chemical Bulletin, 1998 , vol. 47, # 5 p. 960 - 966

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Abstract

Abstract Alkylation of thiophosphorylacetonitriles under phase transfer catalysis conditions in the 50% NaOH/CH 2 Cl 2 system proceeds as monoalkylation, whereas alkylation in MeCN with the use of solid KOH as a base gives a disubstituted product. The order in which the reagents were added as well as dilution of the reaction mixture affected substantially the yields of the target compounds. X-ray diffraction analysis of a single crystal of dibutyl ( ...