Synthesis of 7-cyano- and 7-acetamido-indoles via cyanocarbonation/hydrogenation of 7-formyl indole
β Scribed by Stanley P. Kolis; Marcella T. Clayton; John L. Grutsch; Margaret M. Faul
- Publisher
- Elsevier Science
- Year
- 2003
- Tongue
- French
- Weight
- 220 KB
- Volume
- 44
- Category
- Article
- ISSN
- 0040-4039
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β¦ Synopsis
A procedure for the synthesis of 7-cyano and 7-acetamido indoles via cyanocarbonation/hydrogenation of 7-formyl indole is presented. The process can be efficiently scaled up to provide multigram quantities of the desired compounds in good yield. A small survey of substrate scope indicates that the reaction may prove generally useful for the synthesis of aryl acetonitriles.
π SIMILAR VOLUMES
We have developed an efficient synthetic pathway to rapidly access 4-bromoindoles, 4-substituted indoles, 4-bromo-7substituted indoles, and 4,7-disubstituted indoles using a highly selective lithiation at the 7-position of 1-alkyl-4,7-dibromoindoles when treated with t-BuLi in ether. Based upon the