1,3-dipolar cycloaddition

The 1,3-dipolar cycloaddition or Huisgen cycloaddition or Huisgen reaction {{Ref|1}} {{ref|2}} is an organic chemical reaction belonging to the larger class of cycloadditions, between a 1,3-dipole and a dipolarophile mostly a substituted alkene to form a substituted five-membered ring. Rolf Huisgen first saw the prospects of varying the 1,3-dipole and its high value for synthesis of 5-membered Heterocycles. Azides and alkynes react in the Azide alkyne Huisgen cycloaddition. Diazo compounds are 1,3-dipoles in the Diazoalkane 1,3-dipolar cycloaddition. Ozonolysis is comprised of a 1,3-dipolar cycloaddition of ozone, followed by a retro- 1,3 cycloaddition, and a third 1,3 dipolar cycloaddition.

References

• {{Note|1}} Kinetics and Mechanism of 1,3-Dipolar Cycloadditions R. Huisgen Angewandte Chemie International Edition Volume 2, Issue 11, Date: November 1963, Pages: 633-645 Abstract
• {{Note|2}} 1,3-Dipolar Cycloadditions. Past and Future Rolf Huisgen Angewandte Chemie International Edition Volume 2, Issue 10, Date: October 1963, Pages: 565-598 Abstract