Ab initio and PM3 analysis of 1,3-dipolar cycloaddition reaction between pyridine N-oxides and isocyanates. Theoretical evidence of concerted and nonsynchronous mechanism with zwitterionic character-Reference-Cited by-同舟云学术

Ab initio and PM3 analysis of 1,3-dipolar cycloaddition reaction between pyridine N-oxides and isocyanates. Theoretical evidence of concerted and nonsynchronous mechanism with zwitterionic character

Published:1995-06 Issue:23 Volume:51 Page:6451-6458
ISSN:0040-4020
Container-title:Tetrahedron
language:en
Short-container-title:Tetrahedron

Author:

Matsuoka Toshikazu,Harano Kazunobu

Publisher

Elsevier BV

Subject

Organic Chemistry,Drug Discovery,Biochemistry

Reference25 articles.

1. Reaction of aromatic N-oxides with dipolarophiles. III. Cycloadditions of substituted phenyl isocyanates to 3,5-dimethyl and 3,5-dibromopyridine N-oxides and X-ray crystal structures of the isomeric cycloadducts.

2. Reaction of aromatic N-oxides with dipolarophiles. VI. Further studies on the 1,3-dipolar cycloaddition reaction of pyridine N-oxides with phenyl isocyanates.

3. Reaction of aromatic N-oxides with dipolarophiles. VII. Effect of aromaticity on 1,3-dipolar cycloaddition reactivity of substituted pyridine N-oxides and preparation of oxazolo(4,5-b)pyridine derivatives.

4. Reaction of aromatic N-oxides with dipolarophiles. X. Role of charge-transfer complexes in 1,3-dipolar cycloaddition of pyridine N-oxides to phenyl isocyanate.

5. 1,3-Dipolar cycloaddition of aromatic N-oxides to N-phenylmaleimides. Stereoselective cycloaddition and its kinetic and mechanistic aspects.

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