Issue 2, 2024

Synthesis of mixed phosphorotrithioates via thiol coupling with bis(diisopropylamino)chlorophosphine and sulphenyl chloride

Abstract

In this study, we report a novel and efficient one-pot synthesis of mixed phosphorotrithioates under mild conditions at ambient temperature, obviating the requirement for supplementary additives. The method's versatility stems from its utilization of diverse thiols as nucleophilic reactants, 1-chloro-N,N,N′,N′-tetraisopropylphosphanediamine [bis(diisopropylamino)chlorophosphine] as the phosphorus precursor, and various sulphenyl chlorides as sources of electrophilic sulfur. Notably, our investigation extends beyond mixed phosphorotrithioates to encompass the synthesis of phosphoroselenodithioates, underscoring the broad applicability of this synthetic protocol.

Graphical abstract: Synthesis of mixed phosphorotrithioates via thiol coupling with bis(diisopropylamino)chlorophosphine and sulphenyl chloride

Supplementary files

Article information

Article type
Communication
Submitted
13 Oct 2023
Accepted
30 Nov 2023
First published
01 Dec 2023

Org. Biomol. Chem., 2024,22, 284-288

Synthesis of mixed phosphorotrithioates via thiol coupling with bis(diisopropylamino)chlorophosphine and sulphenyl chloride

F. Hussain, S. Ahmed, A. H. Padder and Q. N. Ahmed, Org. Biomol. Chem., 2024, 22, 284 DOI: 10.1039/D3OB01668D

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