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

作　　者：Camilla Loro Julie Oble Francesca Foschi Marta Papis Egle MBeccalli Sabrina Giofrè Giovanni Poli Gianluigi Broggini 

机构地区：[1]Dipartimento di Scienza e Alta Tecnologia,Universitàdegli Studi dell’Insubria,via Valleggio 9,22100 Como,Italy [2]Sorbonne Université,Facultédes Sciences et Ingénierie,CNRS,Institut Parisien de Chimie Moléculaire,IPCM,4 place Jussieu,75005 Paris,France [3]DISFARM,Sezione di Chimica Generale e Organica“A.Marchesini”,Universitàdegli Studi di Milano,via Venezian 21,20133 Milano,Italy

出　　处：《Organic Chemistry Frontiers》2022年第6期1711-1718,共8页有机化学前沿（英文）

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.

关 键 词：ALLYL MOIETY COUPLING 

分 类 号：O62[理学—有机化学]