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Ring Expansions and Contractions with Diazonium Betaines. I. Synthesis of Ketones by Ring Expansion of Methylenecycloalkanes with Arenesulfonyl Azides

✍ Scribed by Wohl, Ronald


Book ID
127057755
Publisher
American Chemical Society
Year
1973
Tongue
English
Weight
392 KB
Volume
38
Category
Article
ISSN
0022-3263

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πŸ“œ SIMILAR VOLUMES


The reaction of cyclic enol ethers with
✍ Ronald A. Wohl πŸ“‚ Article πŸ“… 1973 πŸ› Elsevier Science 🌐 French βš– 194 KB

We would like to report a new general ring contraction reaction according to the following scheme (eq. l(a),R = ArSO,): The enol ether la derived from a cyclic ketone is reacted with a suitable aside leading via an intermediate unstable 6'-triazoline & to the ring-contracted imidate ester 3a.

Ring Expansion of Heterocyclic KeteneN,X
✍ Quast, Helmut ;Ivanova, Svetlana ;Peters, Eva-Maria ;Peters, Karl ;Schnering, Ha πŸ“‚ Article πŸ“… 1996 πŸ› John Wiley and Sons 🌐 English βš– 807 KB

## Abstract Methanesulphonyl azide (2) reacts readily with isolated cyclic ketene __N,X__‐acetals of type 1, viz. 10a, d, 15b, d, and 22a–c, or those that are generated in situ by deprotonation of the corresponding 2‐alkylbenzazolium tetrafluoroborates, i.e. 14a β†’ 15a, 14b β†’ 15b, and 18 β†’ 19. Ring‐