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Synfacts 2008(11): 1148-1148  
DOI: 10.1055/s-0028-1083493
Synthesis of Heterocycles
© Georg Thieme Verlag Stuttgart ˙ New York

Intramolecular Aza-Wittig Route to 2-Aryl Indoles

Contributor(s): Victor Snieckus, Jignesh J. Patel
G. A. Kraus*, H. Guo
Iowa state University, Ames, USA
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Publication History

Publication Date:
23 October 2008 (online)

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Significance

A one-pot, microwave-assisted aza-Wittig reaction of commercially available 2-aminobenzylphosphonium salt with a variety of ­aromatic aldehydes to furnish 2-substituted indoles in good to excellent yield is reported. In a preliminary study, only a spiro compound A was isolated when 2-aminobenzylphosphonium salt reacted with isatin. Aldehyde with EDGs and EWGs give equally efficient results; however, substituted 2-aminobenzylphosphonium salts were not studied.