Novel five- and six-membered ring phosphorus-selenium heterocycles from selenation of amido-Schiff bases
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Woollins’ reagent, [2,4-bis(phenyl)-1,3-diselenadiphosphetane-2,4-diselenide], serving as a selenating-reductive cycloaddition reagent, reacts with nonconjugated amido-Schiff bases to give the corresponding six-membered 1,3,4-selenadiazoles via a ring-expansion accompanied by an additional selenation/cyclization to the imine bond and C═O group; meanwhile, under the same reaction conditions, the selenation of conjugated amido-Schiff bases leads to a series of fused heterocycles with two five-membered rings. Eight single-crystal X-ray structures confirming the formation of these five- and six-membered heterocycles are discussed.
Hua , G , Cordes , D B , Slawin , A M Z & Woollins , J D 2020 , ' Novel five- and six-membered ring phosphorus-selenium heterocycles from selenation of amido-Schiff bases ' , ACS Omega , vol. 5 , no. 20 , pp. 11737-11744 . https://doi.org/10.1021/acsomega.0c01064
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