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A facile synthesis of pyrrolo-(di)-benzazocinones via an intramolecular N-acyliminium ion cyclisation

โœ Scribed by King, Frank D. ;Aliev, Abil E. ;Caddick, Stephen ;Tocher, Derek A. ;Courtier-Murias, Denis

Book ID
118262297
Publisher
Royal Society of Chemistry
Year
2009
Tongue
English
Weight
292 KB
Volume
7
Category
Article
ISSN
1477-0520

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โœ R. Garner ๐Ÿ“‚ Article ๐Ÿ“… 1968 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 170 KB

p-Toluenesulphonylhydrazones of benzaldehydes with an ortho-t-amine -\_ substituent, e.g. VI, decompose rapidly by the action of sodium methoxide in boiling diglyme (diethylene glycol dimethyl ether) to yield indolines, e.g. XII, in ca. 40% yield. This new application of the Bamford-Stevens reaction