Oxidant controlled regioselective mono- and di-functionalization reactions of coumarins

被引:81
作者
Banerjee, Arghya [1 ]
Santra, Sourav Kumar [1 ]
Khatun, Nilufa [1 ]
Ali, Wajid [1 ]
Patel, Bhisma K. [1 ]
机构
[1] Indian Inst Technol Guwahati, Dept Chem, Gauhati 781039, Assam, India
关键词
CATALYZED CARBONYLATION-PEROXIDATION; C-H FUNCTIONALIZATION; SIMPLE ALKANES; BOND FUNCTIONALIZATION; HECK REACTION; ALKENES; ACTIVATION; C(SP(3))-H; ALDEHYDES; ACCESS;
D O I
10.1039/c5cc06200d
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
C-3 alkylation of coumarins has been accomplished using cycloalkanes or alkylbenzenes in the presence of di-tert-butylperoxide (DTBP) and Fe-III catalyst. Under metal free conditions and just by switching the oxidant from DTBP to TBHP, an exclusive C-4 cycloalkylation-C-3 peroxidation reaction takes place. During C-3 alkylation, the C-C bond formation occurs at the expense of an existing C-C bond, while the C-4 alkylation is associated with the formation of new C-C and C-O bonds.
引用
收藏
页码:15422 / 15425
页数:4
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