Hexafluoroisopropanol (HFIP)-Mediated Intramolecular Cyclization of Allenamides To Access C1-Vinyl Tetrahydro-β-carbolines

Abstract

The construction of biologically interesting Nheterocycles under metal-free conditions is a constant goal in industry and academia. Herein, we have developed an hexafluoroisopropanol (HFIP)-mediated intramolecular cyclization of allenamides, providing tetrahydro-β-carboline derivatives embedded with a C1-vinyl functionality. The metal-free protocol provided tetrahydro-β-carboline derivatives atom-efficiently under room temperature with a broad substrate scope in good to excellent yields. The potential impact of the protocol is further highlighted by synthesizing derivatives of biologically important molecules and diversified scaffolds via postsynthetic modifications.