Cycloadditions of noncomplementary substituted 1,2,3-triazines

Erin D. Anderson; Adam S. Duerfeldt; Kaicheng Zhu; Christopher M. Glinkerman; Dale L. Boger

doi:10.1021/ol502436n

Cycloadditions of noncomplementary substituted 1,2,3-triazines

Erin D. Anderson, Adam S. Duerfeldt, Kaicheng Zhu, Christopher M. Glinkerman, Dale L. Boger

Research output: Contribution to journal › Article › peer-review

48 Scopus citations

Abstract

The scope of the [4 + 2] cycloaddition reactions of substituted 1,2,3-triazines, bearing noncomplementary substitution with electron-withdrawing groups at C4 and/or C6, is described. The studies define key electronic and steric effects of substituents impacting the reactivity, mode (C4/N1 vs C5/N2), and regioselectivity of the cycloaddition reactions of 1,2,3-triazines with amidines, enamines, and ynamines, providing access to highly functionalized heterocycles.

Original language	English (US)
Pages (from-to)	5084-5087
Number of pages	4
Journal	Organic Letters
Volume	16
Issue number	19
DOIs	https://doi.org/10.1021/ol502436n
State	Published - Oct 3 2014
Externally published	Yes

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© 2014 American Chemical Society.

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AU - Boger, Dale L.

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Cycloadditions of noncomplementary substituted 1,2,3-triazines

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