Orthogonal selectivity with cinnamic acids in 3-substituted benzofuran synthesis through C-H olefination of phenols

被引:59
作者
Agasti, Soumitra [1 ]
Sharma, Upendra [1 ]
Naveen, Togati [1 ]
Maiti, Debabrata [1 ]
机构
[1] Indian Inst Technol, Dept Chem, Bombay 400076, Maharashtra, India
关键词
UNACTIVATED INTERNAL ALKYNES; MARINE SPONGE; OXIDATIVE ANNULATION; CARBOXYLIC-ACIDS; ARYL CHLORIDES; HECK REACTIONS; OXIME ESTERS; IANTHELLA SP; O-ARYLATION; INHIBITORS;
D O I
10.1039/c4cc07026g
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A palladium catalyzed intermolecular annulation of cinnamic acids and phenols has been achieved for the selective synthesis of 3-substituted benzofurans. Isotope labeling, competition experiments, kinetic studies, and intermediate trapping have supported a sequence of C-C bond formation and decarboxylation followed by the C-O cyclization pathway.
引用
收藏
页码:5375 / 5378
页数:4
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