Phosphorus-sulfur heterocycles incorporating an O-P(S)-O or O-P(S)-S-S-P(S)-O scaffold : one-pot synthesis and crystal structure study
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A new one-pot preparative route was developed to synthesize novel organophosphorus sulfur heterocycles via the reaction of the four-membered ring thionation reagent [2,4-diferrocenyl 1,3,2,4-diathiadiphosphetane 2,4-disulfide (FcLR, a ferrocene analogue of Lawesson’s reagent)] and alkenyl/aryl-diols and I2 (or SOCl2) in the presence of triethylamine. Therefore, a series of five- to ten-membered heterocycles bearing an O-P(S)-O or an O-P(S)-S-S-P(S)-O linkage were synthesized. The synthesis features a novel application of the multicomponent reaction, providing an efficient and environmentally benign method for the preparation of the unusual phosphorus-sulfur heterocycles. Seven representative X-ray structures confirm the formation of these heterocycles.
Hua , G , Davidson , K , Cordes , D B , Du , J , Slawin , A M Z & Woollins , J D 2017 , ' Phosphorus-sulfur heterocycles incorporating an O-P(S)-O or O-P(S)-S-S-P(S)-O scaffold : one-pot synthesis and crystal structure study ' Molecules , vol 22 , no. 10 , 1687 . DOI: 10.3390/molecules22101687
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DescriptionThe authors are grateful to the University of St Andrews for financial support.
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