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The reaction of difluorohomoallyl alcohols with Me 2 AlCl in CH 2 Cl 2 selectively gave (Z)-fluoroallyl chlorides via S N 2′ type defluorinative chlorination. These chlorides were easily converted to the corresponding (Z)-fluoroallyl azides by the sequential nucleophilic azidation reaction using NaN 3 . Direct defluorinative azidation of the difluorohomoallyl...
The azidation reaction of dialkyl acetal derivatives with trimethylsilyl azide (TMSN 3 ) was efficiently catalyzed by 1–5mol% of In(OTf) 3 . The major product differed depending on the substrate structure and molar ratio of TMSN 3 , that is, aliphatic acetals provided α-azido ether derivatives, while aromatic acetal (benzaldehyde dimethyl acetal) provided gem-diazide, respectively...
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