Stabilised 2, 3??Pyridyne Reactive Intermediates of Exceptional Dienophilicity

SJ Connon, AF Hegarty

Index: Connon, Stephen J.; Hegarty, Anthony F. European Journal of Organic Chemistry, 2004 , # 16 p. 3477 - 3483

Full Text: HTML

Citation Number: 23

Abstract

Abstract The enhanced dienophilicity of 4-methoxy, 4-aryloxy and 4-thiophenoxy analogues 6− 9 of 2, 3-pyridyne (2) relative to 2 itself is reported. The regioselective lithiation of 4- alkoxy-(22, 23 and 25) and 4-thiophenoxy-2-chloropyridine (24) at low temperatures, followed by elimination of lithium chloride affords 4-alkoxy-and 4-thiophenoxypyridynes, which can be trapped in situ in a [4+ 2] cycloaddition reaction with furan to give endoxides ...

Related Articles:

Rational Design, Synthesis, and Characterization of Deep Blue Phosphorescent Ir (III) Complexes Containing (4′-Substituted-2′-pyridyl)-1, 2, 4-triazole Ancillary …

[Park, Hea Jung; Kim, Ji Na; Yoo, Hyun-Ji; Wee, Kyung-Ryang; Kang, Sang Ook; Cho, Dae Won; Yoon, Ung Chan Journal of Organic Chemistry, 2013 , vol. 78, # 16 p. 8054 - 8064]

Two new methods for 2, 3-Pyridyne formation

[Walters, Michael A.; Shay, John J. Tetrahedron Letters, 1995 , vol. 36, # 42 p. 7575 - 7578]

Preparation, Characterization, and Aquation Kinetics of Pyridine N??Oxide Complexes of Chromium (III)

[European Journal of Inorganic Chemistry, , # 14 p. 2894 - 2899]

UV-spectroscopic study of the influence of traces of water on the protolytic equilibria of substituted pyridine N-oxides in aprotic solvents

[Journal of Solution Chemistry, , vol. 19, # 11 p. 1113 - 1124]

Heats of Acyl Transfer from N-, O-Acyl Salts of Organic Bases to 4-Dimethylaminopyridine N-Oxide

[Russian Journal of Physical Chemistry A, , vol. 71, # 2 p. 192 - 196]

More Articles...