## Abstract The __Bredt__ olefins bicyclo [3.3.1]non‐1‐ene **(2)**, bicyclo [4.2.1]non‐1 (8)‐ene **(3)**, and bicyclo [4.2.1]non‐1 (2)‐ene **(4)** react rapidly with 1,3‐dipoles such as diazomethane, phenyl azide, and mesitonitrile oxide to yield mixtures of two regioisomeric cycloadducts **10, 11*
✦ LIBER ✦
1,3-Dipolar cycloadditions to alkyldicyanamides
✍ Scribed by P. H. Benders; D. N. Reinhoudt; D. M. W. van den Ham
- Publisher
- Elsevier Science
- Year
- 2010
- Tongue
- English
- Weight
- 413 KB
- Volume
- 100
- Category
- Article
- ISSN
- 0165-0513
No coin nor oath required. For personal study only.
✦ Synopsis
Abstract
The 1,3‐dipoles 2,4,6‐trimethylbenzonitrile oxide and benzyl azide react with alkyldicyanamides (1) to give the 3,5‐disubstituted 1,2,4‐oxadiazoles 2 and the 1,5‐disubstituted tetrazole 4, respectively, by (3 + 2)‐cycloaddition. The structure of 4 has been determined by a single crystal X‐ray analysis.
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