Reduction of 3-(1-arylsulfonylalkyl) indoles (sulfonyl indoles) using polymer-supported sodium borohydride under flow chemical conditions allows an efficient synthesis of 3-alkylindoles with a notable waste minimization and reduced solvent consumption. The flow conditions can be also applied to the synthesis of sulfonyl indoles which can be obtained by a three-component coupling of indoles with aldehydes and ptoluenesulfinic acid. Using the two-step flow chemical approach, 3-alkylindoles can be directly obtained from their remote indole and aldehyde precursors.

3-Alkylated indoles by reduction of sulfonyl indoles under flow chemical conditions

Elena Chiurchiù;Alessandro Palmieri;Marino Petrini
2019-01-01

Abstract

Reduction of 3-(1-arylsulfonylalkyl) indoles (sulfonyl indoles) using polymer-supported sodium borohydride under flow chemical conditions allows an efficient synthesis of 3-alkylindoles with a notable waste minimization and reduced solvent consumption. The flow conditions can be also applied to the synthesis of sulfonyl indoles which can be obtained by a three-component coupling of indoles with aldehydes and ptoluenesulfinic acid. Using the two-step flow chemical approach, 3-alkylindoles can be directly obtained from their remote indole and aldehyde precursors.
2019
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11581/427949
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