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Reactivity of α,α-Dihalogenated Imino Compounds. Part IX^† Rearrangement of N-2- (1, 1-Dichloroalkylidene) Anilines with Lithium Aluminium Hydride

Norbert De Kimpe

Laboratory of Organic Chemistry Faculty of Agricultural Sciences State University of Gent Coupure 533 - B-9000 Gent (Belgium)

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Roland Verhé,

Roland Verhé

Laboratory of Organic Chemistry Faculty of Agricultural Sciences State University of Gent Coupure 533 - B-9000 Gent (Belgium)

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Niceas Schamp,

Niceas Schamp

Laboratory of Organic Chemistry Faculty of Agricultural Sciences State University of Gent Coupure 533 - B-9000 Gent (Belgium)

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Norbert De Kimpe,

Norbert De Kimpe

Laboratory of Organic Chemistry Faculty of Agricultural Sciences State University of Gent Coupure 533 - B-9000 Gent (Belgium)

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Roland Verhé,

Roland Verhé

Laboratory of Organic Chemistry Faculty of Agricultural Sciences State University of Gent Coupure 533 - B-9000 Gent (Belgium)

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Niceas Schamp,

Niceas Schamp

Laboratory of Organic Chemistry Faculty of Agricultural Sciences State University of Gent Coupure 533 - B-9000 Gent (Belgium)

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First published: 1975

https://doi.org/10.1002/bscb.19750840703

Citations: 16

^†

part XIII: N. De Kimpe, N. Schamp, R . Verhé: submitted.

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Abstract

The lithium aluminium hydride reduction of N-2-(1,1-dichloroalkylidene)-anilines 3 afforded mainly the rearranged secondary amines 4 next to the normally expected secondary amines 5. The formation of the rearranged secondary amines 4 is explained by an aziridine intermediate. The highly branched derivative 3d gave the aziridine 6d in good yield, besides the secondary amine 5d.

References

1 part XIII: N. De Kimpe, N. Schamp, R. Verhé: submitted.
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Volume84, Issue7

1975

Pages 701-707

Reactivity of α,α-Dihalogenated Imino Compounds. Part IX^† Rearrangement of N-2- (1, 1-Dichloroalkylidene) Anilines with Lithium Aluminium Hydride

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Reactivity of α,α-Dihalogenated Imino Compounds. Part IX† Rearrangement of N-2- (1, 1-Dichloroalkylidene) Anilines with Lithium Aluminium Hydride

Abstract

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Reactivity of α,α-Dihalogenated Imino Compounds. Part IX^† Rearrangement of N-2- (1, 1-Dichloroalkylidene) Anilines with Lithium Aluminium Hydride