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Current Microwave Chemistry

Editor-in-Chief

ISSN (Print): 2213-3356
ISSN (Online): 2213-3364

Research Article

Microwave-assisted Iodine-catalyzed Rapid Synthesis of 6H-indolo[2,3-b] quinolines: Formal Synthesis of Cryptotackieine

Author(s): Prakash T. Parvatkar, Perunninakulath S. Parameswaran, Debasish Bandyopadhyay, Sanghamitra Mukherjee and Bimal K. Banik*

Volume 4, Issue 3, 2017

Page: [238 - 241] Pages: 4

DOI: 10.2174/2213335604666170412162854

Price: $65

Abstract

Background: Indoloquinoline alkaloids are of great importance due to their unique structure and various biological activities. Several methods have been developed to synthesize indoloquinolines and among those, one-pot methods are of particular importance due to its simplified reaction procedure.

Methods: We investigated the one-pot reaction of indole-3-carboxyaldehyde and aniline in presence of catalytic amount of I2 in automated microwave.

Results: An efficient microwave-mediated tandem synthesis of several linear indoloquinoline alkaloids using 10 mol% iodine as catalyst under mild reaction conditions is described. The reaction involved key steps of imination / nucleophilic addition / annulation / aromatization, all in one pot, in a highly efficient manner under microwave irradiation.

Conclusion: We have developed an extremely rapid and convenient microwave-assisted method for the synthesis of important class of indoloquinolines using environmentally benign I2 as catalyst in one-pot.

Keywords: Cryptotackieine, indoloquinoline, iodine, microwave, tandem.

Graphical Abstract

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