通过傅克酰基化反应合成异丙基取代的蒽醌：异丙基的迁移

Synthesis of isopropyl-substituted anthraquinones via Friedel-Crafts acylations: migration of isopropyl groups.

作者信息

Chakiri Abdel B, Hodge Philip

机构信息

Department of Chemistry, University of Manchester, Oxford Road, Manchester M13 9PL, UK.

出版信息

R Soc Open Sci. 2017 Aug 23;4(8):170451. doi: 10.1098/rsos.170451. eCollection 2017 Aug.

DOI:10.1098/rsos.170451

PMID:28878991

原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC5579107/

Abstract

Friedel-Crafts reactions of isopropyl-substituted benzenes with phthalic anhydride in the presence of aluminium trichloride, followed by cyclization of the products with strong sulfuric acid give, as expected, anthraquinones. The syntheses, however, often afford more than one anthraquinone. In some cases the isopropyl groups migrate cleanly to other ring positions; in other cases they are lost.

摘要

在三氯化铝存在的情况下，异丙基取代的苯与邻苯二甲酸酐发生傅克反应，随后产物用浓硫酸环化，不出所料得到蒽醌。然而，这些合成反应常常会得到不止一种蒽醌。在某些情况下，异丙基会顺利迁移至其他环位；在其他情况下，它们则会脱落。