Loro, Camilla; Oble, Julie; Foschi, Francesca; Papis, Marta; Beccalli, Egle M.; Giofre, Sabrina; Poli, Giovanni; Broggini, Gianluigi published the artcile< Acid-mediated decarboxylative C-H coupling between arenes and O-allyl carbamates>, SDS of cas: 627-27-0, the main research area is aryl propanamine preparation; diaryl propane preparation; indane preparation; allyl tosyl carbamate arene decarboxylative coupling acid catalyst.
Treatment of O-allyl N-tosyl carbamates RNHC(O)OC(R1)(R2)(CH2)nCH=CHR3 (R = Ts, o-Ns; R1 = R2 = R3 = H, Me; n = 0, 1) with aromatic compounds ArH (Ar = 2,4,6-trimethylphenyl, 2-methylphenyl, 1,3,5-triethylphenyl, etc.) of Cu(OTf)2 or TMSOTf as promoters affords N-substituted 1-arylpropan-2-amines ArCH2CH(CH3)NHR3, 1,2- or 1,1-diarylpropanes I, or indanes II (R4 = R5 = H, Me), depending on the nature of the promoter and of aryl substrates. A full mechanistic rational allowing appreciation of the outcome of these novel C-H based cascades is proposed. An initial acid promoted decarboxylative/deamidative Friedel-Crafts allylation takes place. After protonation of the allylated arene, evolution of the resulting cation may follow different paths depending on the nature of the arene partner and of the allyl moiety in the carbamate.
Organic Chemistry Frontiers published new progress about Aromatic amines Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 627-27-0 belongs to class alcohols-buliding-blocks, and the molecular formula is C4H8O, SDS of cas: 627-27-0.
Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts