Sharma, G. V. M.; Chandrasekhar, S., Synthetic Communications, 1989, vol. 19, # 19, p. 3289 - 3294
作者:Sharma, G. V. M.、Chandrasekhar, S.
DOI:——
日期:——
Nitrile Synthesis by Aerobic Oxidation of Primary Amines and
<i>in</i>
<i>situ</i>
Generated Imines from Aldehydes and Ammonium Salt with Grubbs Catalyst
reported. This reaction accommodates a variety of substrates, including simple primary amines, stericallyhindered β,β‐disubstituted amines, allylamine, benzylamines, and α‐amino esters. Reaction compatibility with various functionalities is also noted, particularly with alkenes, alkynes, halogens, esters, silyl ethers, and free hydroxyl groups. The nitriles were also synthesized via the oxidation of
Various linear and non-linear primaryamines were oxidatively deaminated to afford the corresponding carbonylcompounds in good to excellent yields by the following procedure: (i) initial formation of their N-cyclohexylated or N-mesylated derivatives, (ii) subsequent oxidation of these derivatives by using N-tert-butylphenylsulfinimidoyl chloride (1) and DBU, (iii) one-pot acid-hydrolysis of thus formed