Volume 20, Issue 18
Heterocyclic Compounds
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ChemInform Abstract: Reactions of Triethyl(1-(N-tert-butylimidoyl)-2-pyrrolinyl)borate with Electrophiles.

M. ISHIKURA

M. ISHIKURA

Fac. Pharm. Sci., Higashi-Nippon-Gakuen Univ., Ishikari-Tobetsu, Hokkaido 061-02, Japan

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M. TERASHIMA

M. TERASHIMA

Fac. Pharm. Sci., Higashi-Nippon-Gakuen Univ., Ishikari-Tobetsu, Hokkaido 061-02, Japan

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First published: May 2, 1989

Abstract

Lithiation of the dihydropyrrole (I) with butyllithium (II) and subsequent addition of triethylborane (III) yield the lithium borate (IV) which is alkylated with the halides (V), producing the boranes (VI).

ChemInform Abstract

Lithiation of the dihydropyrrole (I) with butyllithium (II) and subsequent addition of triethylborane (III) yield the lithium borate (IV) which is alkylated with the halides (V), producing the boranes (VI). In the presence of copper(I) cyanide, alkylation leads to the elimination of the boron moiety, yielding the alkyldihydropyrroles (VII). Similarly, (IV) is coupled with the cyclohexenyliodonium tetrafluoroborate (IX) to give the cyclohexenyldihydropyrrole (X).

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