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Synthetic approach to skeletally diverse nitrogen heterocycles from dicyano-2-methylenebut-3-enoates

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Abstract

The [2 + 1], formal-[4 + 1] and [5 + 1] annulations of electron-deficient dienes with ambiphilic nitrogen reagents were developed on the basis of a similar vinylogous aza-Michael addition. These synthetic approaches enable the divergent synthesis of several interesting heterocyclic skeletons, such as vinylaziridines, pyrroline and 2-aminopyridines, from easily accessible starting materials under mild conditions.

Graphical abstract: Synthetic approach to skeletally diverse nitrogen heterocycles from dicyano-2-methylenebut-3-enoates

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Publication details

The article was received on 15 Apr 2019, accepted on 08 May 2019 and first published on 08 May 2019


Article type: Research Article
DOI: 10.1039/C9QO00509A
Org. Chem. Front., 2019, Advance Article

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    Synthetic approach to skeletally diverse nitrogen heterocycles from dicyano-2-methylenebut-3-enoates

    X. Zhang, Q. Huang, W. Zou, Q. Li, X. Feng, Z. Jia, Y. Liu, J. Li and Q. Wang, Org. Chem. Front., 2019, Advance Article , DOI: 10.1039/C9QO00509A

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