SRN1C-arylation of potassium aryloxides by arylazo phenyl or tert- butyl sulfides in DMSO

DOI: 10.1016/S0040-4020(01)90095-X

Source and publish data:

Tetrahedron p. 7977 - 7990 (1990)

Update date:2022-08-05

Topics:

Authors:

Petrillo, Giovanni

Novi, Marino

Dell Erba, Carlo

Tavani, Cinzia

Berta, Giovanni

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Article abstract of DOI:10.1016/S0040-4020(01)90095-X

Aryloxide ions (Ar′O^-) behave as C-nucleophiles towards diazosulfides (ArN = NSR; R = Ph, Bu^t) leading to imsymmetrical hydroxybiaryls (ArAr′OH) via C-C coupling. The reaction is particularly suited for the synthesis of terms which contain electron-withdrawing groups on the Ar moiety. The S_RN1 mechanism is proposed on the grounds of experimental evidences.

Full text of DOI:10.1016/S0040-4020(01)90095-X

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