An efficient one-pot decarboxylative aromatization of tetrahydro-beta-carbolines by using N-chlorosuccinimide: total synthesis of norharmane, harmane and eudistomins

Kamal, Ahmed; Prasanthi, A. V. G.; Srinivasulu, Vunnam; Shankaraiah, Nagula

Abstract

A facile method for the synthesis of a variety of beta-carbolines and their natural products such as norharmane (2a), harmane (2b), eudistomins I, N, T, and U (6, 7, 9 and 10, respectively) has been successfully developed via a decorboxylative aromatization tool by employing N-chlorosuccinimide (NCS) as a mild and efficient reagent. Gratifyingly, this reagent system proceeds in a one-pot manner and converted all the tetrahydro-beta-carboline acids into their corresponding decorboxylative aromatic products with good to excellent yields. Additionally, this system works well in the case of tetrahydro-beta-carboline esters to produce their aromatic partners in high yields.

Más información

Título según WOS: ID WOS:000364047900089 Not found in local WOS DB
Título de la Revista: RSC ADVANCES
Volumen: 5
Número: 109
Editorial: ROYAL SOC CHEMISTRY
Fecha de publicación: 2015
Página de inicio: 90121
Página final: 90126
DOI:

10.1039/c5ra16221a

Notas: ISI