Tetrahedron

Novel chemistry of β-carbolines. Expedient synthesis of polycyclic scaffolds

Á González-Gómez, G Domínguez, J Pérez-Castells

Index: Gonzalez-Gomez, Alvaro; Dominguez, Gema; Perez-Castells, Javier Tetrahedron, 2009 , vol. 65, # 17 p. 3378 - 3391

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Citation Number: 24

Abstract

Functionalization of β-carbolines is a challenge as numerous natural alkaloids with different biological activities present this heterocycle. The RCM is used herein with allyl-, vinyl-, ethynyl-, and propargyl-β-carbolines to generate additionally fused hetero-and carbocycles, and it is combined with other cyclization processes to achieve great molecular complexity in one synthetic step. Thus, an RCM–Diels–Alder sequence gives pentacyclic compounds ...