Tetrahedron

Rearrangements and cyclization-XVII: Mechanism of the formation of 1, 2-azoles in reactions of 1, 1-diacyclopropanes with hydrazine and hydroxylamine derivatives

NS Zefirov, SI Kozhushkov, TS Kuznetsova, BA Ershov…

Index: Zefirov, Nikolai, S.; Kozhushkov, Sergei, I.; Kuznetsova, Tamara, S.; Ershov, Boris, A.; Selivanov, Stanislav, I. Tetrahedron, 1986 , vol. 42, # 2 p. 709 - 713

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Citation Number: 23

Abstract

The mechanism of recently discovered ring-opening reactions of 1, 1-diacyclopropanes with hydrazine and hydroxylamine derivatives is investigated using the 1H-NMR flow (and stopped-flow) method and transient formation of spiro-activated intermediates of type 4 and 19 is proved. The mechanistic and synthetic sequences of these findings are discussed.