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

Authors :
Ramendra Pratap
Ranjay Shaw
Rahul Panwar
Satya Narayan Sahu
Abhinav Kumar
Pratik Yadav
Source :
Asian Journal of Organic Chemistry. 6:1394-1397
Publication Year :
2017
Publisher :
Wiley, 2017.

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.

Details

ISSN :
21935807
Volume :
6
Database :
OpenAIRE
Journal :
Asian Journal of Organic Chemistry
Accession number :
edsair.doi...........e05fd8f33913fbe3094729eac82b2be7
Full Text :
https://doi.org/10.1002/ajoc.201700319