铁催化的 2H-色烯的重排和环加成反应。
Iron-catalyzed rearrangements and cycloaddition reactions of 2H-chromenes.
机构信息
Department of Chemistry and Center for Chemical Methodology and Library Development (CMLD-BU), Life Sciences and Engineering Building, Boston University, 24 Cummington Street, Boston, Massachusetts 02215, USA.
出版信息
Org Lett. 2011 Dec 16;13(24):6480-3. doi: 10.1021/ol202772k. Epub 2011 Nov 18.
Abstract
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.
摘要
三价铁盐催化 2H-色烯的串联重排/杂-Diels-Alder 反应，生成四氢色烯杂环。该过程可以作为富电子双烯体的同二聚和环加成过程发生。氘标记和机理研究揭示了氢化物转移和邻醌甲醚环加成反应途径。
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