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Review | Regular issue | Vol 92, No. 10, 2016, pp.1761-1783
Published online, 18th August, 2016
DOI: 10.3987/REV-16-845
Diazonaphthoquinones: Synthesis, Reactions and Applications

Dina I. A. Othman and Mitsuru Kitamura*

*Department of Applied Chemistry, Faculty of Engineering, Kyushu Institute of Technology, 1-1 Sensuicho, Tobata, Kitakyushu, 804-8550, Japan

Abstract

This review deals with synthesis and reactions of diazonaphthoquinones during the past 6 years. Various substituted diazonaphthoquinones have been prepared by the reaction of the appropriate naphthol and 2-azido-1,3 dimethyl imidazolinium chloride (ADMC) in short direct pathway. This method is likely to find wide spread uses in organic synthesis and material chemistry such as for preparing photoresists. In this review, different metal catalyzed reactions are investigated and applied successfully to the synthesis of important aromatic compounds. In addition, total synthesis of some natural compounds has been attempted using this recently developed diazo transfer methodology. It is hoped that this compilation, in combination with the previously published literatures on diazo-transfer reaction, will provide useful, up-to-date and comprehensive foundation and reference sources for individuals interested in the same field.