2006
Synthesis of Bromoindole Alkaloids from Laurencia brongniartii. Oscar R. Suárez-Castillo, Lidia Beiza-Granados, Myriam Meléndez-Rodríguez, Alejandro Álvarez-Hernández, Martha S. Morales-Ríos, Pedro Joseph-Nathan. DOI: 10.1021/np060406a
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 synthesis of the natural products 1b and 1c. In addition, bromination of N-carbomethoxyindole (11) afforded N-carbomethoxy-2,3,6-tribromoindole (13), from which the natural product 1a was synthesized.
Synthesis of Bromoindole Alkaloids from Laurencia brongniartii
Conformational studies on indole alkaloids from Flustra foliacea by NMR and molecular modeling
Absolute configuration determination of 2-(2-oxo-3-indolyl)acetamide derivatives
Transesterifications mediated by t-BuNH2
Synthesis of 6-bromo-2-arylindoles using 2-iodobenzoic acid as precursor
Role of lipid peroxidation in biliary obstruction in the rat
13C NMR and crystallographic evidence of push-pull effects in furoindolic ?-enamino esters
The absoluteconfiguration of cuauhtemone and related compounds