Tetrahedron

Hydrogenolysis of the cyclopropyl group into an isopropyl group in the presence of a platinum catalyst and hydrobromic acid

…, M Ishihara, S Hanamura, Y Osa, T Nemoto, H Nagase

Index: Fujii, Hideaki; Okada, Kayoko; Ishihara, Marina; Hanamura, Shinichi; Osa, Yumiko; Nemoto, Toru; Nagase, Hiroshi Tetrahedron, 2009 , vol. 65, # 51 p. 10623 - 10630

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Citation Number: 7

Abstract

Reduction of cyclopropylmethylamines proceeded under mild reaction conditions in the presence of platinum (IV) oxide catalyst and hydrobromic acid at rt, providing isobutylamines and no linear butylamines. The ring cleavage reaction was widely applicable to cyclopropane rings in various compounds such as N-cyclopropylalkyl, O-cyclopropylalkyl, and C-cyclopropylalkyl derivatives. Although unactivated cyclopropane rings were also ...