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Synthesis 2005(6): 965-970
DOI: 10.1055/s-2005-861842
DOI: 10.1055/s-2005-861842
PAPER
© Georg Thieme Verlag Stuttgart · New York
Atom-Economic, Solvent-Free, High Yield Synthesis of 2-(Pyrrol-1-yl)propyldiorganylphosphines
Further Information
Received
20 October 2004
Publication Date:
21 February 2005 (online)
Publication History
Publication Date:
21 February 2005 (online)
Abstract
Free-radical addition of secondary phosphines to 1-isopropenylpyrroles (AIBN, 65 °C) proceeds with 100% regioselectivity to give 2-(pyrrol-1-yl)propyldiorganylphosphines in 89-92% isolated yields. This constitutes a highly efficient, atom-economic, solvent-free (‘green’) synthesis of new promising ligands for metal complex catalysts, and potent building blocks for designing of drugs and advanced materials.
Key words
free-radical addition - 1-isopropenylpyrroles - phosphorylation - regioselectivity - P,N-ligands - green chemistry
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