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The chemistry of an azomethine imine derived from 2,3-dimethylindole and n-phenyl triazolinedione. A new and facile condensation method

✍ Scribed by R.Marshall Wilson; Alvan Hengge

Publisher: Elsevier Science
Year: 1985
Tongue: French
Weight: 251 KB
Volume: 26
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(00)89220-5

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✦ Synopsis

The urazole 3 derived from 2,3-dimethylindole and PTAD has been found to be converted readily to the unusually stable azomethine imine 5 with t-butylhypochlorite followed by elimination of HCI. This azomethine imine has been shown to serve as a carbonyl-equivalent in a number of aldol-type condensations under mild conditions.

Triazolinediones are highly reactive compounds that readily undergo cycloadditions and ene reactions

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