Expedient synthesis of densely substituted pyrrolo[1,2-a]indoles?

Organic & Biomolecular Chemistry Pub Date: 2016-05-12 DOI: 10.1039/C6OB00861E

Abstract

Cu(OTf)2 catalyzed [6 + 2] cycloaddition reaction of indolyl-2-carbinols with various dienophiles such as indole derived α,β-unsaturated esters, ketones, nitriles and cinnamates is described. The strategy was further applied for the synthesis of optically active pyrrolo[1,2-a]indoles in >97% de using the chiral auxiliary based approach.

Graphical abstract: Expedient synthesis of densely substituted pyrrolo[1,2-a]indoles
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