Expanding the scope of sulfur-centered Arbuzov rearrangement in diethyl/di-n-propyl sulfite for the synthesis of mixed-ligand di-n-butyltin alkanesulfonates |
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Authors: | Shankar Ravi Singh Atul Pratap Upreti Shailesh |
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Institution: | Department of Chemistry, Indian Institute of Technology, Hauz Khas, New Delhi 110016, India. shankar@chemistry.iitd.ac.in |
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Abstract: | A one-pot reaction between di-n-butyltin oxide and diethyl/di-n-propyl sulfite in the presence of an equimolar amount of alkyl iodide proceeds via sulfur-centered Arbuzov rearrangement to afford the corresponding di-n-butyltin (alkoxy)alkanesulfonates n-Bu2Sn(OR')OS(O)2R R = R' = Et (1), n-Pr (2); R = Me, R' = Et (3), n-Pr (4)]. The compounds 1 and 3 react with methylphosphonic acid under mild conditions to give n-Bu2Sn(OS(O)2R)OP(O)(OH)Me]n R = Et (5), Me (6), respectively]. |
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