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Trifluoromethyl radical triggered radical cyclization of N-benzoyl ynamides leading to isoindolinones
Science China Chemistry ( IF 9.6 ) Pub Date : 2019-10-21 , DOI: 10.1007/s11426-019-9627-x
Maud Cassé , Christian Nisole , Héloïse Dossmann , Yves Gimbert , Jean-Marie Fourquez , Laure Haberkorn , Cyril Ollivier , Louis Fensterbank

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.



中文翻译:

三氟甲基自由基引发的自由基的环化 ñ-苯甲酰基乙酰胺导致异吲哚啉酮

在光催化还原条件下,将三氟甲基自由基加到乙酰胺上,然后在苯甲酰基部分上环化,可以产生多种异吲哚啉酮平台,并具有良好的收率。自由基环化的选择性,N-苯甲酰基对N-苄基作为自由基受体以及异构体的E / Z比已通过建模得到合理化。

更新日期:2019-10-21
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