1068441-75-7Relevant academic research and scientific papers
Novel chemistry of β-carbolines. Expedient synthesis of polycyclic scaffolds
González-Gómez, álvaro,Domínguez, Gema,Pérez-Castells, Javier
experimental part, p. 3378 - 3391 (2009/09/06)
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 h
Novel domino reactions in β-carbolines with triple bonded dienophiles
González-Gómez, álvaro,Domínguez, Gema,Amador, Ulises,Pérez-Castells, Javier
, p. 5467 - 5470 (2008/12/22)
Vinylpyrrolo-[2,1-a]-β-carbolines 1 give different products upon reaction with dienophiles. With dimethyl acetylenedicarboxylate (DMAD), a novel domino process takes place, involving Michael attack and rearrangement, affording complex polycycles like 3, 4, and 5. Diels-Alder cycloadditions are favored in the presence of Lewis acids and are the only reactions with dimethyl maleate. When 3-butyn-2-one is used as dienophile, a Stevens rearrangement is observed giving product 9.
