Iron-Catalyzed Rearrangements and Cycloaddition Reactions of 2H-Chromenes

被引：38
|
作者：
Luan, Yi
Sun, Huan
Schaus, Scott E. [1 ]
机构：
[1] Boston Univ, Dept Chem, Boston, MA 02215 USA
来源：
ORGANIC LETTERS | 2011年 / 13卷 / 24期
关键词：
H BOND FUNCTIONALIZATION; ORTHO-QUINONE METHIDES; ALDER-TYPE ADDUCTS; ORGANIC-SYNTHESIS; ACID; DIMERIZATION; CYCLIZATION; EFFICIENT; CHROMENE; PHENOL;
D O I：
10.1021/ol202772k
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Iron(III) salts catalyze the tandem rearrangement/hetero-Diels-Alder reaction of 2H-chromenes to yield tetrahydrochromeno heterocycles. The process can occur as a homodimerization and cycloaddition process using electron-rich dienophiles. Deuterium labeling and mechanistic studies revealed a hydride shift and ortho-quinone methide cycloaddition reaction pathway.
引用
收藏
页码：6480 / 6483
页数：4
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