Application of Selective Palladium??Mediated Functionalization of the Pyrido [3′, 2′: 4, 5] pyrrolo [1, 2??c] pyrimidine Heterocyclic System for the Total Synthesis of …

…, J Mendiola, C Burgos, J Alvarez??Builla…

Index: Baeza, Alejandro; Mendiola, Javier; Burgos, Carolina; Alvarez-Builla, Julio; Vaquero, Juan J. European Journal of Organic Chemistry, 2010 , # 29 p. 5607 - 5618

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Citation Number: 11

Abstract

Abstract The reaction of protected 3-bromo-2-(bromomethyl)-4-methoxypyrrolo [2, 3-b] pyridine and tosylmethyl isocyanide (TosMIC) afforded a pyrido [3′, 2′: 4, 5] pyrrolo [1, 2- c] pyrimidine derivative in good yield. This compound was transformed through installation of the pyrimidine moiety in the C5 position, hydrolysis, and decarboxylation in an advanced intermediate for the total or formal synthesis of the naturalalkaloid variolin B. Reaction of 3 ...