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Acid-mediated decarboxylative C–H coupling between arenes and O-allyl carbamates

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摘要 Treatment of O-allyl N-tosyl carbamates with aromatic compounds in the presence of Cu(OTf)_(2) or TMSOTf as promoters affords N-substituted 1-arylpropan-2-amines,1,2-diarylpropanes,1,1-diarylpropanes,or indanes,depending on the nature of the promoter and of the 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.
出处 《Organic Chemistry Frontiers》 SCIE EI 2022年第6期1711-1718,共8页 有机化学前沿(英文)
关键词 ALLYL MOIETY COUPLING
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