Highly Regioselective Assembly of Di‐ or Trisubstituted Pyridines from Arynes, Isocyanides, and 3‐Bromo‐ or 3‐Acetoxypropynes

doi:10.1002/EJOC.201300001

Paper

Highly Regioselective Assembly of Di‐ or Trisubstituted Pyridines from Arynes, Isocyanides, and 3‐Bromo‐ or 3‐Acetoxypropynes

Published May 1, 2013 · Feng Sha, Hui Shen, Xin‐Yan Wu

European Journal of Organic Chemistry

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28

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Abstract

A facile synthetic method for the preparation of di- and trisubstituted pyridines with high regioselectivity through an intramolecular pericyclization strategy is disclosed. The multicomponent reaction of isocyanides, arynes, and 3-bromopropyne affords disubstituted pyridines in good yields. In contrast, the use of 3-acetoxypropyne results in the formation of trisubstituted pyridines through intramolecular pericyclization of an in situ formed azatriene. In this way, desirable pyridines can be constructed in a one-pot manner.

Study Snapshot

This method allows for the facile preparation of di- and trisubstituted pyridines with high regioselectivity using isocyanides, arynes, and 3-bromopropyne, resulting in desirable pyridines in a one-pot manner.

PopulationOlder adults (50-71 years)

Sample size24

MethodsObservational

OutcomesBody Mass Index projections

ResultsSocial networks mitigate obesity in older groups.

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Highly Regioselective Assembly of Di‐ or Trisubstituted Pyridines from Arynes, Isocyanides, and 3‐Bromo‐ or 3‐Acetoxypropynes

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