SCOPE AND MECHANISM OF THE ALKALINE DEGRADATION OF HALOPYRAZOLONES.
Abstract
The work of this project began as a search for synthetic routes to cyclopropenones a class of compounds of considerable theoretical interest which were unknown at the time the work was initiated. On the basis of analogy with earlier studies on non-benzenoid aromatic compounds it was thought that these ketones, although highly strained, would probably be capable of isolation in view of their predicted aromaticity. Although this method was not successful, it was possible to synthesize examples of the sulfonyl analogs which, in fact, represent the first examples of 3-ring heterocycles which are potentially aromatic because of possible d-orbital participation. Other important outcomes of the work involve development of a new synthesis of alpha, beta-unsaturated acids and new syntheses of important antipyrine-like compounds as well as mechanistic clarifications of these reactions. A brief outline of the most important results are presented.
Document Details
- Document Type
- Technical Report
- Publication Date
- Aug 31, 1968
- Accession Number
- AD0676151
Entities
People
- Louis A. Carpino
Organizations
- University of Massachusetts Amherst