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Issue 17, 2011
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Bicyclization involving pseudo-intramolecular imination with diamines

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Abstract

α-Nitro-δ-keto nitriles and α-nitro-δ-keto ester were readily converted to diazabicyclo compounds having vicinal functionality upon treatment with diamines. The keto nitrile attracts the diamine nearby to an acidic hydrogen to cause the pseudo-intramolecular imination which proceeds efficiently without any catalyst at room temperature.

Graphical abstract: Bicyclization involving pseudo-intramolecular imination with diamines

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Article information


Submitted
06 Feb 2011
Accepted
11 Mar 2011
First published
24 Mar 2011

Chem. Commun., 2011,47, 4938-4940
Article type
Communication

Bicyclization involving pseudo-intramolecular imination with diamines

N. Nishiwaki, S. Hirao, J. Sawayama, K. Saigo and K. Kobiro, Chem. Commun., 2011, 47, 4938
DOI: 10.1039/C1CC10705D

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