Practical Synthesis of p- and o-Amino- and Methoxyphenolic Anthraquinones

K C Nicolaou; Min Lu; Pengxi Chen; Akshay A Shah

doi:10.1002/anie.201507007

Practical Synthesis of p- and o-Amino- and Methoxyphenolic Anthraquinones

Angew Chem Int Ed Engl. 2015 Oct 19;54(43):12687-91. doi: 10.1002/anie.201507007. Epub 2015 Aug 31.

Authors

K C Nicolaou¹, Min Lu², Pengxi Chen², Akshay A Shah²

Affiliations

¹ Department of Chemistry, BioScience Research Collaborative, Rice University, 6100 Main Street, Houston, TX 77005 (USA). kcn@rice.edu.
² Department of Chemistry, BioScience Research Collaborative, Rice University, 6100 Main Street, Houston, TX 77005 (USA).

PMID: 26332286
DOI: 10.1002/anie.201507007

Abstract

New versatile and selective methods for the syntheses of substituted amino- and methoxyphenolic anthraquinones (I-IV) based on fusion of cyanophthalides (V) and semiquinone aminals (VI, VII) under basic conditions are described.

Keywords: 3-cyanophthalides; semiquinone aminals; substituted anthraquinones.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Amination
Amines / chemical synthesis*
Amines / chemistry
Anthraquinones / chemical synthesis*
Anthraquinones / chemistry
Benzofurans / chemical synthesis
Benzofurans / chemistry
Phenols / chemical synthesis*
Phenols / chemistry

Substances

Amines
Anthraquinones
Benzofurans
Phenols
phthalide