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

Autor: Hussain F; Natural Product and Medicinal Chemistry Division, CSIR-Indian Institute of Integrative Medicine, Jammu-180001, India. naqazi@iiim.ac.in.; Academy of Scientific and Innovative Research (AcSIR), Ghaziabad-201002, India., Ahmed S; Natural Product and Medicinal Chemistry Division, CSIR-Indian Institute of Integrative Medicine, Jammu-180001, India. naqazi@iiim.ac.in.; Academy of Scientific and Innovative Research (AcSIR), Ghaziabad-201002, India., Padder AH; Natural Product and Medicinal Chemistry Division, CSIR-Indian Institute of Integrative Medicine, Jammu-180001, India. naqazi@iiim.ac.in.; Academy of Scientific and Innovative Research (AcSIR), Ghaziabad-201002, India., Ahmed QN; Natural Product and Medicinal Chemistry Division, CSIR-Indian Institute of Integrative Medicine, Jammu-180001, India. naqazi@iiim.ac.in.; Academy of Scientific and Innovative Research (AcSIR), Ghaziabad-201002, India.
Jazyk: angličtina
Zdroj: Organic & biomolecular chemistry [Org Biomol Chem] 2024 Jan 03; Vol. 22 (2), pp. 284-288. Date of Electronic Publication: 2024 Jan 03.
DOI: 10.1039/d3ob01668d
Abstrakt: 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.
Databáze: MEDLINE