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Regiodivergent aromatic electrophilic substitution using nitrosoarenes in hexafluoroisopropanol: a gateway for diarylamines and p-iminoquinones synthesis

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dc.contributor.author Pradhan, S.
dc.contributor.author Roy, S.
dc.contributor.author Ghosh, S.
dc.contributor.author Chatterjee, I.
dc.date.accessioned 2019-12-11T16:47:51Z
dc.date.available 2019-12-11T16:47:51Z
dc.date.issued 2019-12-11
dc.identifier.uri http://localhost:8080/xmlui/handle/123456789/1422
dc.description.abstract A metal-free aromatic electrophilic substitution reaction using nitrosoarenes as the electrophile in 1,1,1,3,3,3-hexafluoroisopropanol (HFIP) is reported. HFIP activates nitrosoarene towards the electrophilic C- H amination followed by a concomitant N􀀀 O bond cleavage to deliver diarylamines without requiring any extra reagent or further treatment. The dual electrophilic nature of nitrosoarene permits a switchover of selectivity to C􀀀 H oxygenation furnishing dearomatizedp-iminoquinones following a unique mechanistic rationale of two consecutive [2,3] sigmatropic rearrangement in nitroso-chemistry. en_US
dc.language.iso en_US en_US
dc.subject Aromatic electrophilic substitution en_US
dc.subject Hexafluoroisopropanol en_US
dc.subject Nitrosoarenes en_US
dc.subject C-H amination en_US
dc.subject C-H oxygenation en_US
dc.title Regiodivergent aromatic electrophilic substitution using nitrosoarenes in hexafluoroisopropanol: a gateway for diarylamines and p-iminoquinones synthesis en_US
dc.type Article en_US


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