An efficient method for the preparation of indole-, 7-azaindole-, pyrrole-containing tertiary alcohols. | [Journal of Chemical Society of Pakistan • 2017]

Author(s):

1. Fangfang Zhuang: Pharmacy College, Xinxiang Medical University,Xinxiang,China

2. Jianwei Yan: Pharmacy College, Xinxiang Medical University,Xinxiang,China

3. Fulin Yan: Pharmacy College, Xinxiang Medical University,Xinxiang,China

4. Ke Cao: Pharmacy College, Xinxiang Medical University,Xinxiang,China

Abstract:

A simple and efficient synthetic procedure for the preparation of indole-, 7-azaindole-, and pyrrol-containing tertiary alcohols from indole/azaindole/pyrrole and TEMPO-substituted 1,3-dicarbonyl compounds were developed. The mechanistic pathway for this process involves the N-O bond cleavage of TEMPO-substituted 1,3-dicarbonyl compounds to form the tricarbonyl intermediate, following Friedel-Crafts reaction of indole/aza-indole/pyrrole with this intermediate generates the tertiary alcohol product. All the processes do not need extra catalysts, dry solvents or harsh reaction conditions.

Page(s): 4-10

DOI: DOI not available

Published: Journal: Journal of Chemical Society of Pakistan, Volume: 39, Issue: 3, Year: 2017

Keywords:

synthesis , tertiary alcohol , indole , 7azaindole

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