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A new enamine synthesis: Allylation-enamination reaction of nitriles with allylindium reagents

✍ Scribed by Naoya Fujiwara; Yoshinori Yamamoto

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

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✦ Synopsis

The r~glion of allylindium reagents with oert;fin nitriles 1 having another el~'tron withdrawing group at the a-position aliiwds the correslxmding allylation-enamination products 2 in high to good yields.

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Cyclohexanone enamines react with dibenzoyldiimide (IIa) at room temperature leading to a I:1 addition product in almost quantitative yield. This adduct, on mild acidic hydrolysis, gives 2-(N,N'-dibenzoyl)hydrazinccyclohexanone (IVa), identical with that obtained from cyclohexanone and (IIa) at lOOa