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Synfacts 2011(5): 0567-0567  
DOI: 10.1055/s-0030-1259819
Polymer-Supported Synthesis
© Georg Thieme Verlag Stuttgart ˙ New York

[4+2] Cyclocondensation of Aryl Imines with Alkenes Using Sc(III) Zeolites

Contributor(s): Yasuhiro Uozumi, Toshimasa Suzuka
A. Olmos, J. Sommer, P. Pale*
Institute de Chimie de Strasbourg, France
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Publikationsdatum:
15. April 2011 (online)

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Significance

The scandium(III) zeolites were prepared and found to promote the cyclocondensation of aryl imines with alkenes. Thus, Sc(III) zeolites [Sc(III)-USY 1] were obtained from commer-cially available NH4USY in three steps [Δ550 ˚C; Sc(OTf)3; Δ350 ˚C]. The [4+2] cycloaddition of ­cyclopentadiene (4a) with N-benzylideneaniline (6a) generated from 2a and 3a was carried out in the presence of Sc(III)-USY 1 (5 mol% Sc) to give the adduct 5a in 96% yield.