Indian Journal of Advances in Chemical Science Volume: 7, Issue 2: , April 2019

 
             
   
   

ISSN No.: 2320-0898 (Print); 2320-0928 (Electronic)

DOI: 10.22607/IJACS.2018.702003

 

   

Research Article

 

     

Ferric Dodecyl Sulfonate Catalyzed Facile Synthesis of Tetrahydro-β-Carboline Derivatives

   

K. Narasimha Reddy, S. Ramanaiah, N. Ananda Kumar Reddy*

ABSTRACT

 

Ferric dodecyl sulfonate (FDS) [Fe(DS)3], a Lewis acid-surfactant-combined catalyst has been successfully used for the synthesis of a library of tetrahydro-β-carbolines (THBCs) through Pictet–Spengler reaction under conventional heating reaction conditions in aqueous medium. The merit of this protocol is the formation of FDS micellar spheres in water, the ability of each individual sphere to host the substrates to react easily, and efficiently to form the products in short reaction times. Hence, the reaction of tryptamine with various aldehydes has been facilitated the formation of desired THBCs in good yields. The aqueous reaction medium, dual (hydrophilic and hydrophobic) behavior of FDS catalyst, high yields of products, and short reaction times had established this as an eco-friendly and economical protocol for the synthesis of THBCs.

     
     

Key words: Pictet–Spengler reaction, Ferric dodecyl sulfonate, Aqueous medium, Micellar sphere, Tetrahydro-β-carbolines.

 

 

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