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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 49, 2019 - Issue 2
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Articles

Superelectrophilic Diels-Alder reactions and oxidations leading to heterocyclic biaryl compounds

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Pages 316-323 | Received 26 Apr 2018, Published online: 09 Jan 2019
 

Abstract

Heterocyclic imines provide biaryl products by a two-step transformation. The first transformation involves a Diels-Alder reaction with a multiply protonated imine to give a tetrahydroquinoline product, whereas the second step involves oxidation with elemental sulfur at 260 °C.

Graphical Abstract

Additional information

Funding

This work was supported by the U.S. National Science Foundation (grant number 1300878).

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