Indole continued

The synthesis and chemistry of pyrroles, indoles, and fused pyrrole and indole compounds reported during the past year (2007) are the subjects of this monograph. Pyrroles and indoles continue to draw a lot of attention from the scientific community due to their prevalence in natural products, diverse biological activity, and materials science applications. Pyrroles and indoles are treated separately. A review article describing the synthesis of highly functionalized pyrroles has appeared <07S3095>. Specialized review articles will be mentioned in the relevant sections. 

C9HmN Indol (Continuation) CH3/LiR] E19b, 877 (Carben-C,H-Insertion)... 

Synthetic routes to vinylpyrroles and vinyl indoles continue to be of interest because of their potential as Diels-Alder dienes. Work by Settambolo and coworkers demonstrated that 3-acyl-l-p-toluenesulfonylpyrroles can be converted to 3-vinylpyrroles by standard methods such as Wittig olefination or organometallic addition followed by dehydration. <94G173> The tosyl group can be removed by alkaline hydrolysis. 

Centuries before the structure of indole was known, many of its derivatives were important commercial products. Ancient textile dyes and perfumes are but two of the markets described above in which indole has had a rich history. Indoles continue to impact both of these markets today. The use of indoles has expanded into facets of agriculture, animal health and the relatively new areas of dietary supplements and nutraceuticals. These are all commodity markets, distinct from the explosion of medicinal uses that have been discovered for indole-containing substances. 

This volume consists of 11 chapters covering the chemistry and applications of indole and indole derivatives. Often considered to be the pre-eminent heterocycle and the molecular scaffold of greatest medicinal importance, indole continues to captivate chemists and biologists alike. 

As Table 8 illustrates, the venerable Japp-Klingemann variation of the Fischer indolization continues to attract interest. Entry 1 features a three-component Japp-Klingemann indolization involving diazonium salts, acid chlorides, and amines or alcohols and involving the intermediacy of a-hydrazono carboxylic acid esters and amides prior to indole ring formation [385]. Entry 2 describes a preparation of 5-indolyl-Mannich bases and, hence, an expedient source of 5-(chloromethyl)indoles (acetyl... 

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