Metal free one pot synthesis of β-carbolines via a domino Pictet-Spengler reaction and aromatization

Ramu, S. ; Srinath, S. ; kumar, A. Aswin ; Baskar, B. ; Ilango, K. ; Balasubramanian, K.K. (2019) Metal free one pot synthesis of β-carbolines via a domino Pictet-Spengler reaction and aromatization Molecular Catalysis, 468 . pp. 86-93. ISSN 2468-8231

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Official URL: http://doi.org/10.1016/j.mcat.2019.02.018

Related URL: http://dx.doi.org/10.1016/j.mcat.2019.02.018

Abstract

A convenient and efficient metal free, atom economical flexible synthesis of β-carbolines involving a domino Pictet-Spengler reaction and aromatization in oxygen atmosphere in N-methyl-2-pyrollidone (NMP) is described. Variety of aryl, heteroaryl and aliphatic aldehydes were found to be good substrates for this methodology. Several β-carbolines (6a-6t) and β-carboline methyl esters (7a-7e) were synthesized using this methodology.The same reaction carried out in argon atmosphere in the presence of catalytic amount of acid in NMP furnished, tetrahydro-β-carbolines (4a-4g).

Item Type:Article
Source:Copyright of this article belongs to Elsevier Science.
Keywords:Tetrahydro-β-carbolines; β-Carboline; Pictet-Spengler Cylization; Aromatization; Domino reaction
ID Code:128901
Deposited On:04 Nov 2022 10:48
Last Modified:04 Nov 2022 10:48

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