The Chemistry of Anthranilic Acid

Authors: Wiklund, Per; Bergman, Jan

Source: Current Organic Synthesis, Volume 3, Number 3, August 2006 , pp. 379-402(24)

Publisher: Bentham Science Publishers

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Abstract:

Anthranilic acid (2-aminobenzoic acid, AA) is a versatile and low cost starting material for synthesis of benzofused heterocycles. It also plays a vital part in the biosynthesis of tryptophan and its derivatives, as well as in several types of alkaloids. Therefore the chemistry of anthranilic acid is of importance in medicinal and biological chemistry. The main emphasis of this review article is on the use of anthranilic acid as a starting material for synthesis of heterocycles, but it also covers the history, synthesis and reactivity, as well as a short account of the medicinal chemistry and biochemistry of anthranilic acids.

Keywords: Nucleophile; N-carboxymethylanthranilic acid; Halogenation; Tryptophan Anabolism; Indoles; Sydnones; Benzodiazepines

Document Type: Research article

DOI: http://dx.doi.org/10.2174/157017906777934926

Affiliations: 1: Unit for Organic Chemistry, Department of Biosciences, Karolinska Institute and Sodertorn University College, Novum Research Park, SE-141 57 Huddinge, Sweden.

Publication date: 2006-08-01

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Current Organic Synthesis publishes in-depth reviews on all areas of synthetic organic chemistry i.e. asymmetric synthesis, organometallic chemistry, novel synthetic approaches to complex organic molecules, carbohydrates, polymers, protein chemistry, DNA chemistry, supramolecular chemistry, molecular recognition and new synthetic methods in organic chemistry. The frontier reviews provide the current state of knowledge in these fields and are written by experts who are internationally known for their eminent research contributions. The journal is essential reading to all synthetic organic chemists. Current Organic Synthesis should prove to be of great interest to synthetic chemists in academia and industry who wish to keep abreast with recent developments in key fields of organic synthesis.