728005-04-7Relevant academic research and scientific papers
Detritylation of N-tritylamines via a naphthalene-catalyzed lithiation process
Behloul, Cherif,Guijarro, David,Yus, Miguel
, p. 1274 - 1280 (2007/10/03)
The reaction of aliphatic and aromatic secondary and tertiary N-tritylamines 1 with lithium powder and a catalytic amount of naphthalene led to reductive detritylation, affording the corresponding amines 2 in good to excellent yields. The trityl group could selectively be removed in the presence of an allyl or a benzyl group. The detritylation process could successfully be extended to several hydroxy, alkoxy and amino functionalized N-tritylamines. The chemoselectivity between the trityl-nitrogen and the trityl-oxygen bond cleavages was also studied. This methodology represents an efficient deprotection of N-tritylamines under nonacidic reaction conditions.
