Synthesis of bromoindole alkaloids from Laurencia brongniartii

OR Suárez-Castillo, L Beiza-Granados…

Index: Suarez-Castillo, Oscar R.; Beiza-Granados, Lidia; Melendez-Rodriguez, Myriam; Alvarez-Hernandez, Alejandro; Morales-Rios, Martha S.; Joseph-Nathan, Pedro Journal of Natural Products, 2006 , vol. 69, # 11 p. 1596 - 1600

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Citation Number: 24

Abstract

A regioselective synthesis of N-carbomethoxy-2, 3, 5-tribromoindole (6) via a sequential one- pot bromination-aromatization-bromination of N-carbomethoxyindoline (2) is described. The process for the transformation of 2 into 6 permitted the isolation of stable reaction intermediates N-carbomethoxy-5-bromoindoline (3), N-carbomethoxy-5-bromoindole (4), and N-carbomethoxy-3, 5-dibromoindole (5). Compound 6 was used to complete the total ...