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Current Organic Chemistry

Editor-in-Chief

ISSN (Print): 1385-2728
ISSN (Online): 1875-5348

Research Article

A Solvent-Involved Synthesis of Etherified Tryptophol Derivatives: Indolization and Condensation in a Single-Stage Flow

Author(s): Jianguo Xu, Yi Jin, Jie Li, Pingjie Zhang, Jiangang Yu* and Yanwen Lv*

Volume 22, Issue 14, 2018

Page: [1468 - 1473] Pages: 6

DOI: 10.2174/1385272822666180711141115

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Abstract

A continuous-flow procedure was hereby developed and introduced for the synthesis of etherified tryptophol derivatives. It evolved Fischer indolization and condensation in tandem by using Lewis acid as a catalyst. Solvent (alcohol) was considered to participate in the reaction sequence during the step of etherification which is not readily available through traditional approaches. The reaction time of heating and cooling was precisely controlled in flow that would benefit the scale-up (short residence time) and increasing yield (high selectivity).

Keywords: Etherified tryptophol derivatives, flow chemistry, Fischer indolization, etherification, single-stage flow, 7-ethyl tryptophol, Lewis acid.

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