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Application of one-pot three-component condensation reaction for the synthesis of new organophosphorus-sulfur macrocycles

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Date
19/04/2018
Author
Hua, Guoxiong
Cordes, David B.
Slawin, Alexandra M. Z.
Woollins, J. Derek
Keywords
Multicomponent reactions
Macrocycles
Phosphorus-sulfur heterocycles
Lawesson's reagent
Dithiols
Dihaloalkanes
QD Chemistry
DAS
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Abstract
An efficient approach has been developed for the synthesis of new phosphorus–sulfur heterocycles by a one-pot three-component condensation reaction of a four-membered-ring thionation reagent [Lawesson’s reagent or its ferrocene analogue (2,4-diferrocenyl-1,3,2,4-diathiadiphosphetane 2,4-disulfide)], an alkane- or arenedithiol, and a dihaloalkane at room temperature in the presence of triethylamine. The simple synthesis method with mild conditions (room temperature and normal reactant concentrations) enhances further the application of the multicomponent reaction in the preparation of novel phosphorus–sulfur heterocycles. Six representative X-ray structures confirmed the formation of these macrocycles.
Citation
Hua , G , Cordes , D B , Slawin , A M Z & Woollins , J D 2018 , ' Application of one-pot three-component condensation reaction for the synthesis of new organophosphorus-sulfur macrocycles ' , Synlett , vol. eFirst . https://doi.org/10.1055/s-0037-1609666
Publication
Synlett
Status
Peer reviewed
DOI
https://doi.org/10.1055/s-0037-1609666
ISSN
0936-5214
Type
Journal article
Rights
© 2018 Georg Thieme Verlag Stuttgart New York. This work has been made available online in accordance with the publisher’s policies. This is the author created accepted version manuscript following peer review and as such may differ slightly from the final published version. The final published version of this work is available at https://doi.org/10.1055/s-0037-1609666
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  • University of St Andrews Research
URI
http://hdl.handle.net/10023/17544

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