Trifluoromethyl radical triggered radical cyclization of N-benzoyl ynamides leading to isoindolinones  

Trifluoromethyl radical triggered radical cyclization of N-benzoyl ynamides leading to isoindolinones

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作  者:Maud Cassé Christian Nisole Héloise Dossmann Yves Gimbert Jean-Marie Fourquez Laure Haberkorn Cyril Ollivier Louis Fensterbank 

机构地区:[1]Sorbonne Université,CNRS,Institut Parisien de Chimie Moléculaire,IPCM,75005 Paris,France [2]Institut de Recherches Servier,78290 Croissy-sur-Seine,France [3]Département de Chimie Moléculaire,CNRS,UniversitéGrenoble Alpes,38610 Gières,France

出  处:《Science China Chemistry》2019年第11期1542-1546,共5页中国科学(化学英文版)

基  金:Sorbonne Université;CNRS;Servier for funding

摘  要:Under photocatalytic reductive conditions,trifluoromethyl radical addition onto an ynamide followed by cyclization on a benzoyl moiety produces diverse isoindolinone platforms with good yields.The selectivity of the radical cyclization,N-benzoyl vs.N-benzyl as radical acceptor and the E/Z ratio of isomers have been rationalized by modeling.Under photocatalytic reductive conditions, trifluoromethyl radical addition onto an ynamide followed by cyclization on a benzoyl moiety produces diverse isoindolinone platforms with good yields. The selectivity of the radical cyclization, N-benzoyl vs. N-benzyl as radical acceptor and the E/Z ratio of isomers have been rationalized by modeling.

关 键 词:YNAMIDES TRIFLUOROMETHYLATION photocatalysis cascade reactions tandem processes ISOINDOLINONES modeling 

分 类 号:O64[理学—物理化学]

 

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