Synthesis of silyl, germyl, and phosphino-substituted acylketenes from pivaloylethoxyacetylene

✍ Scribed by Nikolai V. Lukashev; Aleksei A. Fil'chikov; Marina A. Kazankova; Irina P. Beletskaya

• Book ID: 102227907
• Publisher: John Wiley and Sons
• Year: 1993
• Tongue: English
• Weight: 422 KB
• Volume: 4
• Category: Article
• ISSN: 1042-7163
• DOI: 10.1002/hc.520040415

✦ Synopsis

The reaction of pivaloylethoxyacetylene with silicon halides, which has been found to occur as a 1,4-addition, leads to allenic ethers, which readily eliminate ethyl halides and are converted to previously unknown types of ketenes-stable element-substituted acylketenes. Gerrnanium-substituted acylketenes are also formed; however, clear evidence of 1 ,Caddition of germanium halides was not obtained. In the reaction between PhzPCl and pivaloylethoxyacetylene, phosphorus (111) substituted acylketenes initially

formed underwent rapid [3 + 31 cyclodimerization.