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A Base‐Mediated 6‐exo‐trig versus 6‐exo‐dig Carbocyclization Strategy for the Synthesis of Functionalized Biaryl Compounds

A Base‐Mediated 6‐exo‐trig versus 6‐exo‐dig Carbocyclization Strategy for the Synthesis of... A base‐mediated carbocyclization study has been performed between two allowed Baldwin cyclization modes (6‐exo‐trig and 6‐exo‐dig) and it was found that 6‐exo‐trig cyclization was preferred over 6‐exo‐dig. Allyl cyanide was found to be suitable and efficient pronucleophile for this investigation and two sp2–sp2 transition‐metal‐free C−C bond formations took place in a single operation to yield two differently functionalized biaryl compounds. http://www.deepdyve.com/assets/images/DeepDyve-Logo-lg.png Asian Journal of Organic Chemistry Wiley

A Base‐Mediated 6‐exo‐trig versus 6‐exo‐dig Carbocyclization Strategy for the Synthesis of Functionalized Biaryl Compounds

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References (29)

Publisher
Wiley
Copyright
© 2017 Wiley‐VCH Verlag GmbH & Co. KGaA, Weinheim
ISSN
2193-5807
eISSN
2193-5815
DOI
10.1002/ajoc.201700319
Publisher site
See Article on Publisher Site

Abstract

A base‐mediated carbocyclization study has been performed between two allowed Baldwin cyclization modes (6‐exo‐trig and 6‐exo‐dig) and it was found that 6‐exo‐trig cyclization was preferred over 6‐exo‐dig. Allyl cyanide was found to be suitable and efficient pronucleophile for this investigation and two sp2–sp2 transition‐metal‐free C−C bond formations took place in a single operation to yield two differently functionalized biaryl compounds.

Journal

Asian Journal of Organic ChemistryWiley

Published: Oct 1, 2017

Keywords: ; ; ; ;

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