A general method for C3 reductive alkylation of indoles
โ Scribed by Anu Mahadevan; Howard Sard; Mario Gonzalez; John C. McKew
- Publisher
- Elsevier Science
- Year
- 2003
- Tongue
- French
- Weight
- 246 KB
- Volume
- 44
- Category
- Article
- ISSN
- 0040-4039
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โฆ Synopsis
General indole C 3 reductive alkylation conditions have been developed. The scope of this reaction includes C 2 unsubstituted indoles, aryl and alkyl aldehydes, as well as N-H and N-alkyl indole substrates.
๐ SIMILAR VOLUMES
Exposure of 4,4-dichlorocyclobutenones to the action of zinc dust in ethanol containing 5 equiv each of AcOH and TMEDA results in smooth reductive dechlorination producing simple cyclobutenones.
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3-Alkylindoles were prepared in one step from indoles and ketones via a convenient reductive alkylation procedure using triethylsilane and trichloroacetic acid. Under this particular condition, unsubstituted indoles could be tolerated to afford good yields of 3-sec-alkylation products.