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Issue 62, 2014
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[3+3] annulation of allylic phosphoryl-stabilized carbanions/phosphorus ylides and vinyl azides: a practice strategy for synthesis of polyfunctionalized anilines

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Abstract

Tandem Michael addition and Witting or Horner–Wadsworth–Emmons olefination initiated [3+3] annulation between vinyl azides and allylic phosphorus ylides or allylic phosphoryl-stabilized carbanions has been developed. This one-pot protocol furnishes highly functionalized anilines in good to excellent yields under mild, room-temperature conditions. A rational mechanism is also proposed.

Graphical abstract: [3+3] annulation of allylic phosphoryl-stabilized carbanions/phosphorus ylides and vinyl azides: a practice strategy for synthesis of polyfunctionalized anilines

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Article information


Submitted
08 May 2014
Accepted
04 Jun 2014
First published
04 Jun 2014

Chem. Commun., 2014,50, 8539-8542
Article type
Communication
Author version available

[3+3] annulation of allylic phosphoryl-stabilized carbanions/phosphorus ylides and vinyl azides: a practice strategy for synthesis of polyfunctionalized anilines

S. Liu, W. Chen, J. Luo and Y. Yu, Chem. Commun., 2014, 50, 8539
DOI: 10.1039/C4CC03462G

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