Application of theortho-lithiation-cyclization strategy toN-benzyl-andN-phenethylamine derivatives

Autor:	M. J. Villa, M. Isabel Collado, T. Vicente, Esther Lete, Nuria Sotomayor
Rok vydání:	1995
Předmět:	Phenethylamine chemistry.chemical_compound Chemistry Metalation Organic Chemistry Medicinal chemistry
Zdroj:	Journal of Heterocyclic Chemistry. 32:1751-1758
ISSN:	1943-5193 0022-152X
DOI:	10.1002/jhet.5570320615
Popis:	The ortho-lithiation-cyclization of iodinated N,N-diacylphenethylamines provides a convenient method for the preparation of 2-(2-acetoamidoethyl)acetophenones and 2-(2-benzamidoethyl)benzophenones, which could be easily transformed into dihydroisoquinolines. By contrast, the N-ethylamino, N-acetylamino, and N-trimethylsilylamino moieties studied as ortho-directing groups provide poor assistance to the metalation of N-benzyl- and N-phenemylamines and the corresponding isoindolone or isoquinolone derivatives are obtained in low yields.
Databáze:	OpenAIRE
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