Boris A. Trofimov, Z. Stepanova, L. Sobenina
Aug 16, 2004
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Influential Citations
82
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Journal
Tetrahedron Letters
Abstract
Abstract Pyrroles are cross-coupled with 1-acyl-2-bromoacetylenes on the surface of Al 2 O 3 at room temperature under solvent-free conditions to afford 2-(acylethynyl)pyrroles with 100% regioselectivity and in good yields, thus representing the first example of a palladium-, copper-, base-, and solvent-free (‘green’) ethynylation of pyrroles, which can be considered a formal ‘inverse Sonogashira coupling’. Given the interest in functionalized pyrroles and acetylenes, this new facile and environmentally friendly cross-coupling should be of significant interest for the role of acylhaloacetylenes in pyrrole and acetylene chemistry.