The chemistry of N-substituted benzotriazoles. Part 4. A novel and versatile method for the mono-N-alkylation of aromatic and heteroaromatic amines
- 1 January 1987
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- p. 805-809
- https://doi.org/10.1039/p19870000805
Abstract
Mono-N-alkylation of aromatic and heteroaromatic amines is achieved in high yield by NaBH4 reduction of the adducts formed from benzotriazole, aliphatic aldehydes and the amines. Reaction of the same adducts with Grignard reagents gives N-(secondary alkyl)arylamines. Carboxy groups need no protection and nitro groups are unaffected. Adenine is mono-N-alkylated in high yield.Keywords
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