Preparation of 2-substituted pyrroles and indoles by regioselective alkylation and deprotection of 1-(2-trimethylsilylethoxymethyl)pyrrole and 1-(2-trimethylsilylethoxymethyl) indole

✍ Scribed by Martin P. Edwards; Annette M. Doherty; Steven V. Ley; Helen M. Organ

• Book ID: 104204482
• Publisher: Elsevier Science
• Year: 1986
• Tongue: French
• Weight: 433 KB
• Volume: 42
• Category: Article
• ISSN: 0040-4020
• DOI: 10.1016/s0040-4020(01)87342-7

✦ Synopsis

After N-a&lotion of pyrrole am? indole with t-trinmthyleilylethoryothyl chloride SW products of the reactirm could be regiosolectively deprotonated uith n-butyllithim at the t-posit&m. Reactiow of the rosultimg anions vith acid chlorides, &tones, siLyL chloridee OP akiehydes gave additim produc:e. -of which uere deprotected to the purent pyrrola or indole wing anhydroue tetm-rc-butytcrmnoniwn fluoride.