Elemental Sulfur Mediated Synthesis of Pyrrolo[1,2-a]quinoxalines from 1-(2-Nitroaryl)pyrroles
Tung T. Nguyen, Nam T. S. Phan, Tuan H. Ho, Nhu T. A. Phan, Thuyen T. C. Ho, Duyen L. M. Tran
Abstract
Abstract Methods to afford pyrrolo[1,2-a]quinoxalines often require the use of prefunctionalized aniline precursors, transition metals, and/or harsh conditions. Herein we describe a simple coupling of 1-(2-nitroaryl)pyrroles and arylacetic acids, in the presence of elemental sulfur, to furnish the fused heterocycles in good yields. The conditions are compatible with many functionalities including ester, nitrile, halogen, and nitro groups. Use of benzyl alcohols and picoline coupling reagents was also attempted.
Topics & Concepts
ChemistryAnilineSulfurHalogenNitrileOrganic chemistryReagentPyrroleNitroCombinatorial chemistryAlkylSynthesis and Biological EvaluationSynthesis and Characterization of PyrrolesCatalytic C–H Functionalization Methods