Pandey, Akanksha M.; Mondal, Shankhajit; Gnanaprakasam, Boopathy published the artcile< Continuous Flow Direct Azidation of Alcohols and Peroxides for the Synthesis of Quinoxalinones, Benzooxazinone and Triazole Derivatives>, Recommanded Product: Triphenylmethanol, the main research area is aryl azide preparation; aromatic alc azidation continuous flow; azide benzoxazinone preparation; peroxide indole ring expansion azidation continuous flow; quinoxalinone azide preparation; indole azide ring expansion skeletal rearrangement continuous flow.
The continuous flow direct azidation of various alcs. by using TMSN3 as an azide transfer reagent in the presence of Amberlyst-15 as a recyclable catalyst was reported. Numerous 3-hydroxy-2-oxindoles e.g., diphenylmethanol effectively undergo azide transfer reaction to afford azide functionalized quaternary stereocenter e.g., [azido(phenyl)methyl]benzene under continuous flow module. Interestingly, peroxyoxindole undergoes sequential skeletal rearrangement to generate carbocation and followed by nucleophilic azidation to afford a library of substituted-2-azido-2H-benzo[b][1,4]oxazin-3(4H)-one derivatives I (R = 4-methoxyphenyl, Me, Bn, etc.; R1 = H, Me, Bn) under continuous flow. Furthermore, a continuous-flow Cu-catalyzed Click reaction afforded triazole functionalized derivatives II (R2 = Me, Ph). Next, reduction of azide in the presence of PPh3 results the amine derivatives in good yield. The continuous-flow application was extended further for the thermolytic skeletal rearrangement of 3-azide-2-oxindole for the synthesis of biol. important quinoxalin-2(1H)-ones III (R3 = Me, Bn, 4-MeC6H4, etc.) under reagentless condition. Furthermore, this continuous-flow direct azidation reaction is scaled up to 6.144 g of azides with TON = 9.24 under safer condition.
Journal of Organic Chemistry published new progress about Aromatic alcohols Role: RCT (Reactant), RACT (Reactant or Reagent). 76-84-6 belongs to class alcohols-buliding-blocks, and the molecular formula is C19H16O, Recommanded Product: Triphenylmethanol.
Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts