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Efficient one-pot synthesis of N-substituted phthalimides/naphthalimides from azides and anhydrides by iodotrimethylsilane

✍ Scribed by Ahmed Kamal; E. Laxman; N. Laxman; N. Venugopal Rao


Publisher
Elsevier Science
Year
1998
Tongue
French
Weight
117 KB
Volume
39
Category
Article
ISSN
0040-4039

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✦ Synopsis


Substituted phthalimides and naphthalmlides have been obtained in good to excellent yields, employing chlorotrimethylsilane and sodium iodide (in sit. generation of iodotrimethylsilane) from corresponding azidcs and anhydrides under mild conditions.


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## Abstract Starting with the __N__‐substituted anilines 4/12 and the α‐branched ketones 3 the 3__H__‐indolium salts 1 and their fused derivatives 13 are prepared by combining a sodium nitrite nitrosation, a zinc dust reduction, a hydrazone formation and a Fischer indolization to a reaction sequenc