The use of ω-iodoazides as primary protected electrophilic reagents. Alkylation of some carbanions derived from active methylene compounds and N,N-dimethylhydrazones
✍ Scribed by Mostafa Khoukhi; Michel Vaultier; Robert Carrié
- Publisher
- Elsevier Science
- Year
- 1986
- Tongue
- French
- Weight
- 186 KB
- Volume
- 27
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
Some carbanions derived from active methylene compounds and N,N-dimethylhydrazones were alkylated in good yields with the w-iodoazides 3, 4 and 13 used as primary amino protected electrophilic reagents. Primary amino protected electrophilic reagents, i.e. the synthetic equivalents of the synthon 1 with n = 0 are numerous (1) . The most interesting reagent for this electrophilic E ke3Si]2 N-OMe 3 : n : I 4 : n-2 1 2 aminomethylation may be the N,N-bis (trimethylsilyl) methoxymethylamine 2 recently proposed by Bestmann (2) and used by others (3). Primary amino protected reagents for electrophilic aminoethylation and propylation i.e. synthetic equivalents of 1 with n = 1 and n : 2 are unknown. In this note, we wish to report on the use of the iodoazides 3 and ' '-OH