The Chemoselective Fischer’s Synthesis of Indolenine Derivatives By iso-Butyric Acid As A Weak Organic Acid Catalyst

Sajjadifar, Sami; Amini, Issa; Navabi, Z.; Jabbari, Hadi; Pouralimardan, Omidali

doi:10.22059/jsciences.2019.284702.1007424

The Chemoselective Fischer’s Synthesis of Indolenine Derivatives By iso-Butyric Acid As A Weak Organic Acid Catalyst

Document Type : Short Communications (Notes)

Authors

sami sajjadifar

Issa Amini

Z. Navabi

Hadi Jabbari

Omidali Pouralimardan

Department of Chemistry, Payame Noor University, PO BOX19395-469 Tehran, Islamic Republic of Iran

10.22059/jsciences.2019.284702.1007424

Abstract

Iso-butyric acid as a new, simple, and expensive solvent/catalyst was successfully used for the chemoselective Fischer’s synthesis of indolenines derivatives 3a-r by one-pot condensation reaction of various phenylhydrazines 1a-e with the substituted acetophenones 2a-c at reflux conditions. In this protocol, all products 3a-r were obtained in high yields and short reaction time. The structures of the product were established with spectroscopic data of 1H NMR, 13C-NMR, and FT-IR.

Keywords

Fischer’s synthesis

Indolenines

3H-Indole

Phenylhydrazine

Iso-butyric acid

Subjects