✦ LIBER ✦

Reductive silylation and alkylation of phthalimides

✍ Scribed by Theodor Troll; Georg W. Ollmann

Publisher: Elsevier Science
Year: 1984
Tongue: English
Weight: 338 KB
Volume: 29
Category: Article
ISSN: 0013-4686
DOI: 10.1016/0013-4686(84)87095-4

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✦ Synopsis

Preparative electrochemical reduction of N-methylphthalimide in dry acetonitriIe and in the presence of dimethylsulfate or trimethylchlorosilane lead to bis-lactams by dimerization at the carbonyl group. 1,3-Bis-trimethylsilyloxy-2-methylisoindole is formed instead ubing a large excess ofsilylating agent. An analogous isoindole derivative is obtained from reduction of N-phenylphthalimide. A mechanism accounting for the formation of one or two electron products under different alkylating conditions is discussed.

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As in previous issues, a selection of the more interesting patents which have been published recently is given below under the headings: synthesis, catalysis, separation processes, detergents, and miscellaneous applications.