Metal free synthesis of functionalized 1-aryl isoquinolines via iodine mediated oxidative dehydrogenation and ring opening of lactam in isoindoloisoquinolinones

被引:5
作者
Achari, Kamsali Murali Mohan [1 ]
Karthick, Muthupandi [1 ]
Ramanathan, Chinnasamy Ramaraj [1 ]
机构
[1] Pondicherry Univ, Dept Chem, Pondicherry 605014, India
关键词
Iodine; oxidative dehydrogenation; oxoisoaporphines; 1-Azabenzanthrone; isoindoloisoquinolinones; MENISPERMUM-DAURICUM DC; OXOISOAPORPHINE ALKALOIDS; DERIVATIVES; INHIBITORS; MENISPORPHINE; LAKSHMININE; ACTIVATION; DNA;
D O I
10.1007/s12039-017-1301-7
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A facile and convenient method for the synthesis of substituted 2-(isoquinolin-1-yl)benzoic acids from isoindoloisoquinolinones in the presence of molecular iodine under sealed tube condition at 100 has been developed. This methodology involves the oxidative dehydrogenation and ring opening of hydroxy lactam/methoxy lactam to furnish the 2-(isoquinolin-1-yl)benzoic acids. Some of these acids are successfully cyclized to furnish the azabenzanthrone derivatives, the potential precursors for the synthesis of menisporphine alkaloids and daurioxoisoaporphines.
引用
收藏
页码:679 / 690
页数:12
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